Literature DB >> 22712051

A Highly Selective Vanadium Catalyst for Benzylic C-H Oxidation.

Ji-Bao Xia1, Kevin W Cormier, Chuo Chen.   

Abstract

Vanadium complexes have been used extensively to catalyze olefin and alcohol oxidation. However, their application in C-H oxidation has not been well-studied. We report herein that commercially available Cp(2)VCl(2) catalyzes benzylic C-H oxidation selectively and effectively, giving no aromatic oxidation products.

Entities:  

Year:  2012        PMID: 22712051      PMCID: PMC3375726          DOI: 10.1039/C2SC20178J

Source DB:  PubMed          Journal:  Chem Sci        ISSN: 2041-6520            Impact factor:   9.825


  57 in total

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Journal:  Chem Rev       Date:  1997-12-18       Impact factor: 60.622

Review 2.  The gif paradox.

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3.  Chemospecific chromium[VI] catalyzed oxidation of C-H bonds at -40 degrees C1.

Authors:  Seongmin Lee; P L Fuchs
Journal:  J Am Chem Soc       Date:  2002-11-27       Impact factor: 15.419

4.  Remarkably high reactivity of Pd(OAc)2/pyridine catalysts: nondirected C-H oxygenation of arenes.

Authors:  Marion H Emmert; Amanda K Cook; Yushu J Xie; Melanie S Sanford
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-24       Impact factor: 15.336

5.  Enantioselective epoxidation of allylic alcohols by a chiral complex of vanadium: an effective controller system and a rational mechanistic model.

Authors:  Wei Zhang; Arindrajit Basak; Yuji Kosugi; Yujiro Hoshino; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-11       Impact factor: 15.336

6.  C-H functionalization logic in total synthesis.

Authors:  Will R Gutekunst; Phil S Baran
Journal:  Chem Soc Rev       Date:  2011-02-07       Impact factor: 54.564

7.  Mechanism of alcohol oxidation by dipicolinate vanadium(V): unexpected role of pyridine.

Authors:  Susan K Hanson; R Tom Baker; John C Gordon; Brian L Scott; L A Pete Silks; David L Thorn
Journal:  J Am Chem Soc       Date:  2010-12-01       Impact factor: 15.419

Review 8.  If C-H bonds could talk: selective C-H bond oxidation.

Authors:  Timothy Newhouse; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

9.  Benzylic oxidation catalyzed by dirhodium(II,III) caprolactamate.

Authors:  Arthur J Catino; Jason M Nichols; Hojae Choi; Sidhartha Gottipamula; Michael P Doyle
Journal:  Org Lett       Date:  2005-11-10       Impact factor: 6.005

10.  A mild, catalytic, and highly selective method for the oxidation of alpha,beta-enones to 1,4-enediones.

Authors:  Jin-Quan Yu; E J Corey
Journal:  J Am Chem Soc       Date:  2003-03-19       Impact factor: 15.419

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  12 in total

1.  Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations.

Authors:  Rick C Betori; Catherine M May; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-26       Impact factor: 15.336

2.  Visible light-promoted metal-free sp(3)-C-H fluorination.

Authors:  Ji-Bao Xia; Chen Zhu; Chuo Chen
Journal:  Chem Commun (Camb)       Date:  2014-10-11       Impact factor: 6.222

3.  Vanadium-catalyzed oxidative Strecker reaction: α-C-H cyanation of para-methoxyphenyl (PMP)-protected primary amines.

Authors:  Chen Zhu; Ji-Bao Xia; Chuo Chen
Journal:  Tetrahedron Lett       Date:  2014-01-01       Impact factor: 2.415

4.  Natural products as inspiration for the development of new synthetic methods.

Authors:  Zhiqiang Ma; Chuo Chen
Journal:  J Chin Chem Soc       Date:  2017-08-09       Impact factor: 1.967

5.  A simple method for the electrophilic cyanation of secondary amines.

Authors:  Chen Zhu; Ji-Bao Xia; Chuo Chen
Journal:  Org Lett       Date:  2013-12-06       Impact factor: 6.005

6.  The Chemistry and Biology of Nakiterpiosin - C-nor-D-Homosteroids.

Authors:  Shuanhu Gao; Qiaoling Wang; Gelin Wang; Brett Lomenick; Jie Liu; Chih-Wei Fan; Lih-Wen Deng; Jing Huang; Lawrence Lum; Chuo Chen
Journal:  Synlett       Date:  2012-10       Impact factor: 2.454

7.  Vanadium-Catalyzed C(sp3)-H Fluorination Reactions.

Authors:  Ji-Bao Xia; Yuyong Ma; Chuo Chen
Journal:  Org Chem Front       Date:  2014-07-01       Impact factor: 5.281

8.  Visible light-promoted metal-free C-H activation: diarylketone-catalyzed selective benzylic mono- and difluorination.

Authors:  Ji-Bao Xia; Chen Zhu; Chuo Chen
Journal:  J Am Chem Soc       Date:  2013-11-12       Impact factor: 15.419

9.  Crystal structure of (2-formyl-phenolato-κ(2) O,O')oxido(2-{[(2-oxidoeth-yl)imino]-meth-yl}phenolato-κ(3) O,N,O')vanadium(V).

Authors:  Sowmianarayanan Parimala; Parasuraman Selvam
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-04-09

10.  A unified photoredox-catalysis strategy for C(sp3)-H hydroxylation and amidation using hypervalent iodine.

Authors:  Guo-Xing Li; Cristian A Morales-Rivera; Fang Gao; Yaxin Wang; Gang He; Peng Liu; Gong Chen
Journal:  Chem Sci       Date:  2017-09-04       Impact factor: 9.825

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