Literature DB >> 25629169

C-P bond-forming reactions via C-O/P-H cross-coupling catalyzed by nickel.

Jia Yang1, Tieqiao Chen, Li-Biao Han.   

Abstract

The first Ni-catalyzed C-O/P-H cross-coupling producing pan class="Chemical">organophosphorus compounds is disclosed. This method features wide generality in regard to both C-O and P-H compounds: for C-O compounds, the readily available alcohol derivatives of aryl, alkenyl, benzyl, and allyl are applicable, and for P-H compounds, both >P(V)(O)H compounds (secondary phosphine oxide, H-phosphinate, and H-phosphonate) and hydrogen phosphines (>P(III)H) can be used as the substrates. Thus, a variety of valuable C(sp(2))-P and C(sp(3))-P compounds can be readily obtained in good to excellent yields by this new strategy.

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Year:  2015        PMID: 25629169     DOI: 10.1021/ja512498u

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  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.  Nonsymmetrical Bis-Azine Biaryls from Chloroazines: A Strategy Using Phosphorus Ligand-Coupling.

Authors:  Benjamin T Boyle; Michael C Hilton; Andrew McNally
Journal:  J Am Chem Soc       Date:  2019-09-16       Impact factor: 15.419

3.  Mechanism and Origins of Ligand-Controlled Stereoselectivity of Ni-Catalyzed Suzuki-Miyaura Coupling with Benzylic Esters: A Computational Study.

Authors:  Shuo-Qing Zhang; Buck L H Taylor; Chong-Lei Ji; Yuan Gao; Michael R Harris; Luke E Hanna; Elizabeth R Jarvo; K N Houk; Xin Hong
Journal:  J Am Chem Soc       Date:  2017-09-07       Impact factor: 15.419

4.  Transesterification of (hetero)aryl esters with phenols by an Earth-abundant metal catalyst.

Authors:  Jianxia Chen; E Namila; Chaolumen Bai; Menghe Baiyin; Bao Agula; Yong-Sheng Bao
Journal:  RSC Adv       Date:  2018-07-13       Impact factor: 4.036

5.  Heterogeneous Suzuki-Miyaura coupling of heteroaryl ester via chemoselective C(acyl)-O bond activation.

Authors:  Hongpeng Ma; Chaolumen Bai; Yong-Sheng Bao
Journal:  RSC Adv       Date:  2019-06-03       Impact factor: 4.036

6.  Palladium-catalyzed phosphorylation of arylsulfonium salts with P(O)H compounds via C-S bond cleavage.

Authors:  Huijin Liu; Kai Sun; Xiaolan Li; Jie Zhang; Wei Lu; Xuzhong Luo; Haiqing Luo
Journal:  RSC Adv       Date:  2022-09-07       Impact factor: 4.036

7.  Overcoming the Naphthyl Requirement in Stereospecific Cross-Couplings to Form Quaternary Stereocenters.

Authors:  Jianyu Xu; Olivia P Bercher; Mary P Watson
Journal:  J Am Chem Soc       Date:  2021-06-01       Impact factor: 16.383

Review 8.  Focusing on the Catal. of the Pd- and Ni-Catalyzed Hirao Reactions.

Authors:  György Keglevich; Réka Henyecz; Zoltán Mucsi
Journal:  Molecules       Date:  2020-08-26       Impact factor: 4.411

  8 in total

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