Literature DB >> 26503477

Controlled Rh-Catalyzed Mono- and Double-decarbonylation of Alkynyl α-Diones To Form Conjugated Ynones and Disubstituted Alkynes.

Rachel E Whittaker1, Guangbin Dong1.   

Abstract

A Rh-catalyzed controlled decarbonylation of alkynyl α-diones is described. By using different ligand and solvent combinations, mono- and double-decarbonylation can be selectively achieved to give conjugated ynones and disubstituted alkynes, respectively. A fundamental study on catalytic activation of unstrained C-C bonds under nonoxidative conditions is presented.

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Year:  2015        PMID: 26503477      PMCID: PMC4877303          DOI: 10.1021/acs.orglett.5b02911

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  16 in total

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Journal:  Chem Commun (Camb)       Date:  2012-03-22       Impact factor: 6.222

Review 2.  Transition metal-catalyzed carbon-carbon bond activation.

Authors:  Chul-Ho Jun
Journal:  Chem Soc Rev       Date:  2004-11-04       Impact factor: 54.564

3.  Cyclobutanes in catalysis.

Authors:  Tobias Seiser; Tanguy Saget; Duc N Tran; Nicolai Cramer
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4.  The aromatic carbon-carbon ipso-substitution reaction.

Authors:  Sergio M Bonesi; Maurizio Fagnoni
Journal:  Chemistry       Date:  2010-12-10       Impact factor: 5.236

5.  Rhodium-catalyzed acyl-transfer reaction between benzyl ketones and thioesters: synthesis of unsymmetric ketones by ketone CO-C bond cleavage and intermolecular rearrangement.

Authors:  Mieko Arisawa; Manabu Kuwajima; Fumihiko Toriyama; Guangzhe Li; Masahiko Yamaguchi
Journal:  Org Lett       Date:  2012-07-10       Impact factor: 6.005

6.  Gold-catalyzed highly efficient access to 3(2H)-furanones from 2-oxo-3-butynoates and related compounds.

Authors:  Yuanhong Liu; Meina Liu; Shenghai Guo; Huamin Tu; Yebing Zhou; Hongjun Gao
Journal:  Org Lett       Date:  2006-08-03       Impact factor: 6.005

7.  Rh(I)-catalyzed decarbonylation of diynones via C-C activation: orthogonal synthesis of conjugated diynes.

Authors:  Alpay Dermenci; Rachel E Whittaker; Guangbin Dong
Journal:  Org Lett       Date:  2013-04-15       Impact factor: 6.005

8.  Catalytic C-CN bond activation.

Authors:  Yoshiaki Nakao
Journal:  Top Curr Chem       Date:  2014

9.  Catalytic reactions involving the cleavage of carbon-cyano and carbon-carbon triple bonds.

Authors:  Mamoru Tobisu; Naoto Chatani
Journal:  Chem Soc Rev       Date:  2007-10-03       Impact factor: 54.564

10.  Vinylcyclopropane derivatives in transition-metal-catalyzed cycloadditions for the synthesis of carbocyclic compounds.

Authors:  Lei Jiao; Zhi-Xiang Yu
Journal:  J Org Chem       Date:  2013-06-25       Impact factor: 4.354

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  3 in total

1.  Cobalt-Catalyzed Intramolecular Alkyne/Benzocyclobutenone Coupling: C-C Bond Cleavage via a Tetrahedral Dicobalt Intermediate.

Authors:  Zixi Zhu; Xinghan Li; Sicong Chen; Peng-Hao Chen; Brent A Billett; Zhongxing Huang; Guangbin Dong
Journal:  ACS Catal       Date:  2017-12-22       Impact factor: 13.084

2.  C-Cl Oxidative Addition and C-C Reductive Elimination Reactions in the Context of the Rhodium-Promoted Direct Arylation.

Authors:  Laura A de Las Heras; Miguel A Esteruelas; Montserrat Oliván; Enrique Oñate
Journal:  Organometallics       Date:  2022-03-17       Impact factor: 3.876

3.  Cobalt-catalyzed intramolecular decarbonylative coupling of acylindoles and diarylketones through the cleavage of C-C bonds.

Authors:  Tian-Yang Yu; Wen-Hua Xu; Hong Lu; Hao Wei
Journal:  Chem Sci       Date:  2020-10-16       Impact factor: 9.825

  3 in total

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