Literature DB >> 19132939

Amide-directed alkenylation of sp(2) C-H Bonds catalyzed by a cationic Rh(I)/BIPHEP complex under mild conditions: dramatic rate acceleration by a 1-pyrrolidinecarbonyl group.

Yu Shibata1, Yousuke Otake, Masao Hirano, Ken Tanaka.   

Abstract

A cationic rhodium(I)/BIPHEP complex catalyzes amide-directed regioselective alkenylations of olefinic or aromatic sp(2) C-H bonds in good yields under mild reaction conditions. The use of a 1-pyrrolidinecarbonyl group as a directing group dramatically accelerates the reaction.

Entities:  

Year:  2009        PMID： 19132939     DOI： 10.1021/ol802767s

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


  7 in total

1.  Exploring bis(cyclometalated) ruthenium(II) complexes as active catalyst precursors: room-temperature alkene-alkyne coupling for 1,3-diene synthesis.

Authors:  Jing Zhang; Angel Ugrinov; Yong Zhang; Pinjing Zhao
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-20       Impact factor: 15.336

2.  Rhodium-catalyzed boron arylation of 1,2-azaborines.

Authors:  Gabriel E Rudebusch; Lev N Zakharov; Shih-Yuan Liu
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-05       Impact factor: 15.336

3.  Rhodium-catalyzed synthesis of branched amines by direct addition of benzamides to imines.

Authors:  Kevin D Hesp; Robert G Bergman; Jonathan A Ellman
Journal:  Org Lett       Date:  2012-04-13       Impact factor: 6.005

4.  The C-H activated controlled mono- and di-olefination of arenes in ionic liquids at room temperature.

Authors:  Kaifeng Du; Tian Yao
Journal:  RSC Adv       Date:  2020-01-20       Impact factor: 4.036

5.  Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)-H bonds.

Authors:  Shao-Long Qi; Yu-Peng Liu; Yi Li; Yu-Xin Luan; Mengchun Ye
Journal:  Nat Commun       Date:  2022-05-26       Impact factor: 17.694

6.  Rh(III)-Catalyzed Aryl and Alkenyl C-H Bond Addition to Diverse Nitroalkenes.

Authors:  Tyler J Potter; David N Kamber; Brandon Q Mercado; Jonathan A Ellman
Journal:  ACS Catal       Date:  2016-12-02       Impact factor: 13.084

7.  RhI/RhIII catalyst-controlled divergent aryl/heteroaryl C-H bond functionalization of picolinamides with alkynes.

Authors:  Ángel Manu Martínez; Javier Echavarren; Inés Alonso; Nuria Rodríguez; Ramón Gómez Arrayás; Juan C Carretero
Journal:  Chem Sci       Date:  2015-06-29       Impact factor: 9.825
  7 in total

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