Literature DB >> 27602748

Palladium(II)-Catalyzed Regioselective syn-Hydroarylation of Disubstituted Alkynes Using a Removable Directing Group.

Zhen Liu1, Joseph Derosa1, Keary M Engle1.   

Abstract

A palladium(II)-catalyzed regioselective syn-hydroarylation reaction of homopropargyl amines has been developed, wherein selectivity is controlled by a cleavable bidentate directing group. Under the optimized reaction conditions, both dialkyl and alkylaryl alkyne substrates were found to undergo hydroarylation with high selectivity. The products of this reaction contain a 4,4-disubstituted homoallylic amine motif that is commonly seen in drug molecules and other bioactive compounds.

Entities:  

Year:  2016        PMID： 27602748     DOI： 10.1021/jacs.6b08818

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


  8 in total

1.  Practical Intermolecular Hydroarylation of Terminal Alkenes via Reductive Heck Coupling.

Authors:  John A Gurak; Keary M Engle
Journal:  ACS Catal       Date:  2018-08-24       Impact factor: 13.084

2.  Synthesis of Stereodefined 1,1-Diborylalkenes via Copper-Catalyzed Diboration of Terminal Alkynes.

Authors:  Yang Gao; Zhong-Qian Wu; Keary M Engle
Journal:  Org Lett       Date:  2020-06-23       Impact factor: 6.005

3.  Alkyne Hydroheteroarylation: Enantioselective Coupling of Indoles and Alkynes via Rh-Hydride Catalysis.

Authors:  Faben A Cruz; Yamin Zhu; Quentin D Tercenio; Zengming Shen; Vy M Dong
Journal:  J Am Chem Soc       Date:  2017-07-25       Impact factor: 15.419

4.  Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes.

Authors:  Chaofan Huang; Hui Qian; Wanli Zhang; Shengming Ma
Journal:  Chem Sci       Date:  2019-04-17       Impact factor: 9.825

5.  Quadruple C-H activation coupled to hydrofunctionalization and C-H silylation/borylation enabled by weakly coordinated palladium catalyst.

Authors:  Bo-Cheng Tang; Wen-Xuan Lin; Xiang-Long Chen; Cai He; Jin-Tian Ma; Yan-Dong Wu; Yu Lan; An-Xin Wu
Journal:  Nat Commun       Date:  2020-11-09       Impact factor: 14.919

6.  Cationic-palladium catalyzed regio- and stereoselective syn-1,2-dicarbofunctionalization of unsymmetrical internal alkynes.

Authors:  Shubham Dutta; Shashank Shandilya; Shengwen Yang; Manash Protim Gogoi; Vincent Gandon; Akhila K Sahoo
Journal:  Nat Commun       Date:  2022-03-16       Impact factor: 14.919

7.  Atom-Economical Cross-Coupling of Internal and Terminal Alkynes to Access 1,3-Enynes.

Authors:  Mingyu Liu; Tianhua Tang; Omar Apolinar; Rei Matsuura; Carl A Busacca; Bo Qu; Daniel R Fandrick; Olga V Zatolochnaya; Chris H Senanayake; Jinhua J Song; Keary M Engle
Journal:  J Am Chem Soc       Date:  2021-03-08       Impact factor: 15.419

8.  syn-Selective alkylarylation of terminal alkynes via the combination of photoredox and nickel catalysis.

Authors:  Lei Guo; Fan Song; Shengqing Zhu; Huan Li; Lingling Chu
Journal:  Nat Commun       Date:  2018-10-31       Impact factor: 14.919
  8 in total

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