Literature DB >> 21604790

Rhodium-catalyzed selective C-H activation/olefination of phenol carbamates.

Tian-Jun Gong1, Bin Xiao, Zhao-Jing Liu, Jian Wan, Jun Xu, Dong-Fen Luo, Yao Fu, Lei Liu.   

Abstract

Rh(III)-catalyzed ortho C-H activation/olefination of phenol carbamates has been developed. High regioselectivity is observed with a range of phenol carbamates enabling efficient coupling with acrylates and styrenes. This reaction exhibits different reactivity as compared to the Pd-catalyzed ortho-arylation reaction of phenol esters and provides a new approach for the synthesis of ortho-substituted phenols.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID: 21604790     DOI: 10.1021/ol201140q

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


  6 in total

1.  Iron-catalyzed alkylations of aryl sulfamates and carbamates.

Authors:  Amanda L Silberstein; Stephen D Ramgren; Neil K Garg
Journal:  Org Lett       Date:  2012-07-03       Impact factor: 6.005

2.  Enantioselective alkylative cross-coupling of unactivated aromatic C-O electrophiles.

Authors:  Zishuo Zhang; Jintong Zhang; Quan Gao; Yu Zhou; Mingyu Yang; Haiqun Cao; Tingting Sun; Gen Luo; Zhi-Chao Cao
Journal:  Nat Commun       Date:  2022-05-26       Impact factor: 17.694

3.  Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst.

Authors:  Liana Hie; Stephen D Ramgren; Tehetena Mesganaw; Neil K Garg
Journal:  Org Lett       Date:  2012-07-31       Impact factor: 6.005

4.  Rh(III)-catalyzed regioselective synthesis of pyridines from alkenes and α,β-unsaturated oxime esters.

Authors:  Jamie M Neely; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-12-18       Impact factor: 15.419

5.  Pd(II)-catalyzed ortho- or meta-C-H olefination of phenol derivatives.

Authors:  Hui-Xiong Dai; Gang Li; Xing-Guo Zhang; Antonia F Stepan; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2013-05-08       Impact factor: 15.419

6.  Mechanistic study of the oxidative coupling of styrene with 2-phenylpyridine derivatives catalyzed by cationic rhodium(III) via C-H activation.

Authors:  Mikaël Brasse; Juan Cámpora; Jonathan A Ellman; Robert G Bergman
Journal:  J Am Chem Soc       Date:  2013-04-16       Impact factor: 15.419

  6 in total

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