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22 Jan 14:29

Pd-Catalyzed Intramolecular C–N Bond Cleavage, 1,4-Migration, sp3 C–H Activation, and Heck Reaction: Four Controllable Diverse Pathways Depending on the Judicious Choice of the Base and Ligand

by Min Wang, Xiang Zhang, Yu-Xuan Zhuang, Yun-He Xu and Teck-Peng Loh

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Journal of the American Chemical Society
DOI: 10.1021/ja512212x
22 Jan 14:28

Rh-Catalyzed Decarbonylative Coupling with Alkynes via C–C Activation of Isatins

by Rong Zeng and Guangbin Dong

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Journal of the American Chemical Society
DOI: 10.1021/ja512306a
22 Jan 14:27

Rhodium-Catalyzed Borylation of Aryl 2-Pyridyl Ethers through Cleavage of the Carbon–Oxygen Bond: Borylative Removal of the Directing Group

by Hirotaka Kinuta, Mamoru Tobisu and Naoto Chatani

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Journal of the American Chemical Society
DOI: 10.1021/ja511622e
22 Jan 14:11

Rhenium-Catalyzed anti-Markovnikov Addition Reaction of Methanetricarboxylates to Unactivated Terminal Acetylenes

by Shunsuke Hori, Masahito Murai and Kazuhiko Takai

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Journal of the American Chemical Society
DOI: 10.1021/ja5090755
22 Jan 14:08

Mild Rh(III)-Catalyzed C7-Allylation of Indolines with Allylic Carbonates

by Jihye Park, Neeraj Kumar Mishra, Satyasheel Sharma, Sangil Han, Youngmi Shin, Taejoo Jeong, Joa Sub Oh, Jong Hwan Kwak, Young Hoon Jung and In Su Kim

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The Journal of Organic Chemistry
DOI: 10.1021/jo502733q
22 Jan 14:07

Synthesis of 4-Quinolones via a Carbonylative Sonogashira Cross-Coupling Using Molybdenum Hexacarbonyl as a CO Source

by Linda Åkerbladh, Patrik Nordeman, Matyas Wejdemar, Luke R. Odell and Mats Larhed

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The Journal of Organic Chemistry
DOI: 10.1021/jo502400h
22 Jan 13:32

Two-Step Cyanomethylation Protocol: Convenient Access to Functionalized Aryl- and Heteroarylacetonitriles

by Peter J. Lindsay-Scott, Aimee Clarke and Jeffery Richardson
Darren Poole

Interesting route into heteroarylacetonitriles

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Organic Letters
DOI: 10.1021/ol503479g
22 Jan 13:28

Rhodium(III)-Catalyzed Oxidative Alkenylation of 1,3-Dithiane-Protected Arenecarbaldehydes via Regioselective C–H Bond Cleavage

by Yuto Unoh, Koji Hirano, Tetsuya Satoh and Masahiro Miura
Darren Poole

Easily removal protecting group for C-H activation

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Organic Letters
DOI: 10.1021/ol503722r
22 Jan 13:27

Chiral Phosphoric Acid Catalyzed Highly Enantioselective Friedel–Crafts Alkylation Reaction of C3-Substituted Indoles to β,γ-Unsaturated α-Ketimino Esters

by Bo Bi, Qin-Xin Lou, Yu-Yang Ding, Sheng-Wei Chen, Sha-Sha Zhang, Wen-Hui Hu and Jun-Ling Zhao
Darren Poole

More chiral counterion chemistry...!

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Organic Letters
DOI: 10.1021/ol5035222
22 Jan 13:26

Microwave-Promoted Tin-Free Iminyl Radical Cyclization with TEMPO Trapping: A Practical Synthesis of 2-Acylpyrroles

by Yu Cai, Ankur Jalan, Aaron R. Kubosumi and Steven L. Castle

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Organic Letters
DOI: 10.1021/ol5035047
22 Jan 13:26

Cobalt-Catalyzed C–H Cyanation of (Hetero)arenes and 6-Arylpurines with N-Cyanosuccinimide as a New Cyanating Agent

by Amit B. Pawar and Sukbok Chang

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Organic Letters
DOI: 10.1021/ol503680d
22 Jan 13:26

Silicon-Tethered Strategy for Copper(I)-Catalyzed Stereo- and Regioselective Alkylboration of Alkynes

by Koji Kubota, Hiroaki Iwamoto, Eiji Yamamoto and Hajime Ito

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Organic Letters
DOI: 10.1021/ol503620n
22 Jan 13:26

Fe-Catalyzed Double Cross-Dehydrogenative Coupling of 1,3-Dicarbonyl Compounds and Arylmethanes

by Kai Yang and Qiuling Song

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Organic Letters
DOI: 10.1021/ol503556x
22 Jan 13:25

Rhodium-Catalyzed Asymmetric Arylation of Cyclic N-Sulfonyl Aryl Alkyl Ketimines: Efficient Access to Highly Enantioenriched α-Tertiary Amines

by Tao Jiang, Zheng Wang and Ming-Hua Xu

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Organic Letters
DOI: 10.1021/ol503537w
22 Jan 13:25

Palladium-Catalyzed Regioselective Benzylation–Annulation of Pyridine N-Oxides with Toluene Derivatives via Multiple C–H Bond Activations: Benzylation versus Arylation

by Ebrahim Kianmehr, Nasser Faghih and Khalid Mohammed Khan

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Organic Letters
DOI: 10.1021/ol503238a
20 Jan 11:54

Organocatalytic Enantioselective Direct Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactam to β-Acyl Acrylates and 1,2-Diacylethylenes

by Yi-Ru Chen, Utpal Das, Meng-Hsien Liu and Wenwei Lin

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The Journal of Organic Chemistry
DOI: 10.1021/jo5027047
20 Jan 11:54

Brønsted Acid Catalyzed Monoalkylation of Anilines with Trichloroacetimidates

by Daniel R. Wallach, Patrick C. Stege, Jigisha P. Shah and John D. Chisholm

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The Journal of Organic Chemistry
DOI: 10.1021/jo5027222
20 Jan 11:54

Merging Asymmetric Henry Reaction with Organocatalytic Cascade Reaction for the Construction of a Chiral Indolizidine Alkaloid Skeleton

by Yirong Zhou, Qin Yang, Jian Shen, Xin Chen, Yiyuan Peng and Yuefa Gong

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The Journal of Organic Chemistry
DOI: 10.1021/jo502379v
20 Jan 11:52

Intermolecular Enantioselective Dearomatization Reaction of β-Naphthol Using meso-Aziridine: A Bifunctional In Situ Generated Magnesium Catalyst

by Dongxu Yang, Linqing Wang, Fengxia Han, Dan Li, Depeng Zhao, Rui Wang

Intermolecular Enantioselective Dearomatization Reaction of β-Naphthol Using meso-Aziridine: A Bifunctional In Situ Generated Magnesium Catalyst

All in a box: The intermolecular dearomatization reactions of β-naphthols with aziridines have been realized using the title catalyst. A newly designed Box–OH ligand [(S)-L1] was employed and proved to be efficient. The corresponding dearomatization product was transformed into a polycyclic core skeleton and a polyhydroxylated compound.

[Communication]
Dongxu Yang, Linqing Wang, Fengxia Han, Dan Li, Depeng Zhao, Rui Wang
Angew. Chem. Int. Ed., January 14, 2015, DOI: 10.1002/anie.201410257. Read article.

20 Jan 09:25

Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho-(Alkynyloxy)benzylamine Cyclizations towards 1,3-Benzoxazines

by Carlos González-Rodríguez, José Ramón Suárez, Jesús A. Varela, Carlos Saá

Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho-(Alkynyloxy)benzylamine Cyclizations towards 1,3-Benzoxazines

A new addition: A new ruthenium-catalyzed cyclization of ortho-(alkynyloxy)benzylamines to 1,3-benzoxazines is reported. Vinyl ruthenium carbenes are proposed as the key intermediates, and the mechanistic hypothesis supposes the first example of a nucleophilic addition of amines to vinyl ruthenium carbenes. Rearrangement of an internal C(sp) into a tetrasubstituted C(sp3) is highly remarkable. TMS=trimethylsilyl.

[Communication]
Carlos González-Rodríguez, José Ramón Suárez, Jesús A. Varela, Carlos Saá
Angew. Chem. Int. Ed., January 16, 2015, DOI: 10.1002/anie.201410284. Read article.

20 Jan 09:24

Asymmetric Rhodium-Catalyzed Addition of Thiols to Allenes: Synthesis of Branched Allylic Thioethers and Sulfones

by Adrian B. Pritzius, Bernhard Breit

Asymmetric Rhodium-Catalyzed Addition of Thiols to Allenes: Synthesis of Branched Allylic Thioethers and Sulfones

All about S: The rhodium-catalyzed enantioselective hydrothiolation of terminal monosubstituted allenes with aromatic and functionalized aliphatic thiols permits the atom-economic synthesis of valuable branched allylic thioethers and sulfones in high regio- and enantioselectivity. By varying the ligand and reaction conditions both aromatic and aliphatic thiols were tolerated.

[Communication]
Adrian B. Pritzius, Bernhard Breit
Angew. Chem. Int. Ed., January 16, 2015, DOI: 10.1002/anie.201411402. Read article.

20 Jan 09:24

Ligand-Promoted ortho-C-H Amination with Pd Catalysts

by Dajian Zhu, Guoqiang Yang, Jian He, Ling Chu, Gang Chen, Wei Gong, Ke Chen, Martin D. Eastgate, Jin-Quan Yu

Ligand-Promoted ortho-C-H Amination with Pd Catalysts

Trimethoxylpyridine is an efficient ligand for promoting Pd-catalyzed ortho-C-H amination of both benzamides and triflyl-protected benzylamines. This finding provides guidance for the development of ligands that can improve or enable PdII-catalyzed Csp2-H activation reactions directed by weakly coordinating functional groups.

[Communication]
Dajian Zhu, Guoqiang Yang, Jian He, Ling Chu, Gang Chen, Wei Gong, Ke Chen, Martin D. Eastgate, Jin-Quan Yu
Angew. Chem. Int. Ed., January 16, 2015, DOI: 10.1002/anie.201408651. Read article.

20 Jan 09:24

Orchestrated Triple C-H Activation Reactions Using Two Directing Groups: Rapid Assembly of Complex Pyrazoles

by Weibo Yang, Shengqing Ye, Dewey Fanning, Timothy Coon, Yvonne Schmidt, Paul Krenitsky, Dean Stamos, Jin-Quan Yu

Orchestrated Triple C-H Activation Reactions Using Two Directing Groups: Rapid Assembly of Complex Pyrazoles

Benzo[e]indazole derivatives are obtained by a sequential triple C-H activation directed by a pyrazole and an amide group. This cascade reaction demonstrates that the often problematic competing C-H activation pathways in the presence of multiple directing groups can be utilized to improve step economy in synthesis. Pyrazole as a relatively weak coordinating group is shown to direct Csp3-H activation.

[Communication]
Weibo Yang, Shengqing Ye, Dewey Fanning, Timothy Coon, Yvonne Schmidt, Paul Krenitsky, Dean Stamos, Jin-Quan Yu
Angew. Chem. Int. Ed., January 16, 2015, DOI: 10.1002/anie.201410462. Read article.

08 Jan 11:54

Oxidative Umpolung α-Alkylation of Ketones

by O. Svetlana Shneider, Evgeni Pisarevsky, Peter Fristrup and Alex M. Szpilman

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Organic Letters
DOI: 10.1021/ol503384c
08 Jan 11:54

Synthesis of Polysubstituted Pyrroles via Pd-Catalyzed Oxidative Alkene C–H Bond Arylation and Amination

by Jia Zheng, Liangbin Huang, Chuyu Huang, Wanqing Wu and Huanfeng Jiang

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The Journal of Organic Chemistry
DOI: 10.1021/jo502414w
08 Jan 11:52

Modularly Evolved 2-AminoDMAP/Squaramides as Highly Active Bifunctional Organocatalysts in Michael Addition

by Murat Işık, M. Yagiz Unver and Cihangir Tanyeli

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The Journal of Organic Chemistry
DOI: 10.1021/jo5022597
08 Jan 09:50

Ruthenium-Catalyzed Reductive Amination without an External Hydrogen Source

by Pavel N. Kolesnikov, Niyaz Z. Yagafarov, Dmitry L. Usanov, Victor I. Maleev and Denis Chusov
Darren Poole

Quite an interesting and novel reductive amination, CO as the terminal reductant!

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Organic Letters
DOI: 10.1021/ol503595m
06 Jan 07:46

2-Halogenoimidazolium Salt Catalyzed Aza-Diels–Alder Reaction through Halogen-Bond Formation

by Youhei Takeda, Daichi Hisakuni, Chun-Hsuan Lin and Satoshi Minakata
Darren Poole

Halogen bonds seem to be all the rage at the moment, and actually seeing them be useful in synthesis certainly makes them attractive.

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Organic Letters
DOI: 10.1021/ol503426f
06 Jan 07:44

Symmetric Diarylsulfoxides as Asymmetric Sulfinylating Reagents for Dialkylmagnesium Compounds

by Simon Ruppenthal and Reinhard Brückner
Darren Poole

Nice way into chiral sulfoxides

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The Journal of Organic Chemistry
DOI: 10.1021/jo502417j
06 Jan 07:40

Palladium-Catalyzed Oxidative Carbonylation of Aromatic C–H Bonds of N-Alkylanilines with CO and Alcohols for the Synthesis of o-Aminobenzoates

by Ming Chen, Zhi-Hui Ren, Yao-Yu Wang and Zheng-Hui Guan

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The Journal of Organic Chemistry
DOI: 10.1021/jo502581p