Literature DB >> 23772867

Rhodium(III)-catalyzed oxidative coupling through C-H bond cleavage directed by phosphinoxy groups.

Yuto Unoh1, Yuto Hashimoto, Daisuke Takeda, Koji Hirano, Tetsuya Satoh, Masahiro Miura.   

Abstract

A straightforward synthesis of phosphaisocoumarins is achieved by the rhodium-catalyzed oxidative coupling of diarylphosphinic and phenylphosphonic acid derivatives with alkynes. The P-OH groups effectively act as the key function for the regioselective C-H bond cleavage. Related oxidative coupling of phenylphosphine oxides with alkenes can also be conducted smoothly under similar conditions.

Entities:  

Year:  2013        PMID: 23772867     DOI: 10.1021/ol4012794

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


  8 in total

Review 1.  Recent Progress in the Selective Functionalization of P(O)-OH Bonds.

Authors:  Biquan Xiong; Shipan Xu; Yu Liu; Ke-Wen Tang; Peng-Cheng Qian; Wai-Yeung Wong
Journal:  Top Curr Chem (Cham)       Date:  2021-01-11

2.  Palladium-catalyzed, aminoquinoline-directed arylation of phosphonamidate and phosphinic amide sp3 C-H bonds.

Authors:  Tung Thanh Nguyen; Olafs Daugulis
Journal:  Chem Commun (Camb)       Date:  2017-04-20       Impact factor: 6.222

3.  Cobalt-Catalyzed, Aminoquinoline-Directed Functionalization of Phosphinic Amide sp2 C-H Bonds.

Authors:  Tung Thanh Nguyen; Liene Grigorjeva; Olafs Daugulis
Journal:  ACS Catal       Date:  2015-12-22       Impact factor: 13.084

4.  Merging rhodium-catalysed C-H activation and hydroamination in a highly selective [4+2] imine/alkyne annulation.

Authors:  Rajith S Manan; Pinjing Zhao
Journal:  Nat Commun       Date:  2016-06-20       Impact factor: 14.919

5.  Rhodium-catalyzed C-H functionalization-based approach to eight-membered lactams.

Authors:  Shangze Wu; Rong Zeng; Chunling Fu; Yihua Yu; Xue Zhang; Shengming Ma
Journal:  Chem Sci       Date:  2015-02-05       Impact factor: 9.825

6.  Synthesis of ethoxy dibenzooxaphosphorin oxides through palladium-catalyzed C(sp(2))-H activation/C-O formation.

Authors:  Seohyun Shin; Dongjin Kang; Woo Hyung Jeon; Phil Ho Lee
Journal:  Beilstein J Org Chem       Date:  2014-05-23       Impact factor: 2.883

7.  P(O)R2-directed Pd-catalyzed C-H functionalization of biaryl derivatives to synthesize chiral phosphorous ligands.

Authors:  Rong-Bin Hu; Hong-Li Wang; Hong-Yu Zhang; Heng Zhang; Yan-Na Ma; Shang-Dong Yang
Journal:  Beilstein J Org Chem       Date:  2014-09-02       Impact factor: 2.883

8.  Copper-catalyzed O-alkenylation of phosphonates.

Authors:  Nuria Vázquez-Galiñanes; Mariña Andón-Rodríguez; Patricia Gómez-Roibás; Martín Fañanás-Mastral
Journal:  Beilstein J Org Chem       Date:  2020-04-03       Impact factor: 2.883

  8 in total

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