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13 Nov 13:28

Selective Debromination and α-Hydroxylation of α-Bromo Ketones Using Hantzsch Esters as Photoreductants

by Jaehun Jung, Jun Kim, Gyurim Park, Youngmin You, Eun Jin Cho

Abstract

Two transformations initiated by photoinduced one-electron transfer to α-bromo ketones have been demonstrated. Hantzsch esters donate one electron to α-bromo ketones under photoirradiation, promoting reductive debromination. Subsequent reactions of the resulting radical species of the ketones with molecular oxygen and Hantzsch esters lead to α-hydroxylation or debromination, respectively. The relative dominance of the two pathways depends profoundly on the reaction conditions, including solvent, O2 levels, and the concentration of the Hantzsch esters. The synthetic protocols feature advantages because they require the environmentally benign sources, molecular oxygen and visible light.

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22 Jun 05:08

Dehydrogenative coupling involving P(O)-H bonds: a powerful way for the preparation of phosphoryl compounds

Dalton Trans., 2015, Advance Article
DOI: 10.1039/C5DT01896J, Frontier
Tieqiao Chen, Ji-Shu Zhang, Li-Biao Han
This Frontier highlights the recent progress in the preparation of organophosphorus compounds via transition metal-catalysed dehydrogenative couplings of P(O)H compounds with Z-H compounds.
To cite this article before page numbers are assigned, use the DOI form of citation above.
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29 Apr 17:27

Palladium-Catalyzed α,β-Dehydrogenation of Esters and Nitriles

by Yifeng Chen, Justin P. Romaire and Timothy R. Newhouse
大河弯不弯

C-C 脱氢 C=C, XJ!!!

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Journal of the American Chemical Society
DOI: 10.1021/jacs.5b02243
29 Apr 17:27

Mn-Catalyzed Highly Efficient Aerobic Oxidative Hydroxyazidation of Olefins: A Direct Approach to β-Azido Alcohols

by Xiang Sun, Xinyao Li, Song Song, Yuchao Zhu, Yu-Feng Liang and Ning Jiao
大河弯不弯

I2 Cat. 的CC情何以堪!

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Journal of the American Chemical Society
DOI: 10.1021/jacs.5b02347
22 Apr 18:15

Decarboxylative Alkynyl Termination of Palladium-Catalyzed Catellani Reaction: A Facile Synthesis of α-Alkynyl Anilines via Ortho C–H Amination and Alkynylation

by Fenggang Sun and Zhenhua Gu
大河弯不弯

我靠!不换N,只能发到OL上了!

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Organic Letters
DOI: 10.1021/acs.orglett.5b00830
27 Jan 06:06

Reduction of phosphine oxides to the corresponding phosphine derivatives in Mg/Me3SiCl/DMI system

Publication date: 11 February 2015
Source:Tetrahedron Letters, Volume 56, Issue 7
Author(s): Manabu Kuroboshi , Toshihito Kita , Asuka Aono , Toshimasa Katagiri , Seiya Kikuchi , Syoko Yamane , Hiromu Kawakubo , Hideo Tanaka
Direct reductions of phosphine oxides to the corresponding phosphines were performed successfully by using Mg/Me3SiCl/DMI system. The reduction proceeded under mild conditions and was applicable to a wide range of phosphine oxides; triarylphosphine oxides, alkyldiarylphosphine oxides, and dialkylarylphosphine oxides gave the corresponding phosphines in good to excellent yields.

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22 Aug 04:19

Iridium(III)-Catalyzed CH Amidation of Arylphosphoryls Leading to a P-Stereogenic Center

by Donghyeon Gwon, Donggun Lee, Jiyu Kim, Sehoon Park, Sukbok Chang

Abstract

Direct C[BOND]H amidation of arylphosphoryl compounds has been developed by using an IrIII catalyst system under mild conditions. A wide range of substrates could be employed with high functional-group tolerance. This procedure was successfully applied for the first time to the asymmetric reaction giving rise to a P-chirogenic center with a high diastereomeric ratio of up to 19:1 (90 % de).

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A road to­ P-chirality: A cationic [IrIII(Cp*)] complex catalyzes the direct C[BOND]H amidation of diarylphosphorus compounds bearing a chiral auxiliary to allow for a straightforward route to optically pure P-chiral compounds (see scheme; Cp*=1,2,3,4,5-pentamethylcyclopentadiene).

09 Jun 17:55

DFT Studies on the Silver-Catalyzed Carboxylation of Terminal Alkynes with CO2: An Insight into the Catalytically Active Species

by Chuang Liu, Yi Luo, Wenzheng Zhang, Jingping Qu and Xiaobing Lu

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Organometallics
DOI: 10.1021/om500086u
27 May 15:32

Synthesis of Fluorinated Heteroaromatics through Formal Substitution of a Nitro Group by Fluorine under Transition-Metal-Free Conditions

by Ran-Ning Guo, Xian-Feng Cai, Lei Shi, Zhang-Pei Chen, Yong-Gui Zhou

Abstract

An efficient and transition-metal-free approach was developed to access a series of fluorinated heteroaromatics in moderate to excellent yields. This one-pot procedure features a triple-relay transformation of rapid dearomatization, fluorination, and rearomatization processes, which represents a conceptually novel strategy of combining partial hydrogenation and electrophilic fluorination.

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An efficient and transition-metal-free approach was developed to access a series of fluorinated heteroaromatics in moderate to excellent yields through formal substitution of a nitro group by fluorine (see scheme). This one-pot procedure features a triple-relay transformation of rapid dearomatization, fluorination, and rearomatization processes, which represents a conceptually novel strategy of combining partial hydrogenation and electrophilic fluorination.

19 May 14:12

One-Pot Transformation of Methylarenes into Aromatic Nitriles with Inorganic Metal-Free Reagents

by Yuhsuke Kawagoe, Katsuhiko Moriyama, Hideo Togo
大河弯不弯

米兰城从来不缺少英雄!

Abstract

Various methylarenes were transformed into the corresponding aromatic nitriles in good to moderate yields by the treatment with aq. HBr and aq. H2O2, followed by reaction with molecular iodine and aq. ammonia in a one-pot procedure. The present reaction is a useful, practical, transition-metal-free, and organic-reagent-free method for the preparation of aromatic nitriles from methylarenes.

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Various methylarenes were treated with aq. HBr and aq. H2O2 under warming conditions and/or irradiation conditions, followed by the reaction with molecular iodine and aq. ammonia, to provide the corresponding aromatic nitriles, in a one-pot procedure. The present reaction was carried out under metal-free and organic-reagent-free conditions.

27 Feb 13:11

Novel Li3X3 supersalts (X = F, Cl, Br & I) and their alkalide characteristics

New J. Chem., 2014, 38,2890-2893
DOI: 10.1039/C3NJ01600E, Paper
Ambrish Kumar Srivastava, Neeraj Misra
This interaction is stronger than that between Li and X, forming traditional LiX salts. Thus, these non-traditional Li3X3 species should be regarded as supersalts which consist of Li2X and LiX2 superatomic moieties.
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01 Sep 15:29

Unprecedented Synthesis of Alkynylphosphine-boranes through Room-Temperature Oxidative Alkynylation

by Kévin Jouvin, Romain Veillard, Cédric Theunissen, Carole Alayrac, Annie-Claude Gaumont and Gwilherm Evano

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Organic Letters
DOI: 10.1021/ol402197d