Literature DB >> 27057590

Gold-Catalyzed Anti-Markovnikov Selective Hydrothiolation of Unactivated Alkenes.

Taichi Tamai1, Keiko Fujiwara1, Shinya Higashimae1, Akihiro Nomoto1, Akiya Ogawa1.   

Abstract

Despite the widespread use of transition-metal catalysts in organic synthesis, transition-metal-catalyzed reactions of organosulfur compounds, which are known as catalyst poisons, have been difficult. In particular, the transition-metal-catalyzed addition of organosulfur compounds to unactivated alkenes remains a challenge. A novel gold-catalyzed hydrothiolation of unactivated alkenes is presented, which proceeds effectively to give the anti-Markovnikov-selective adducts in good yields and in a regioselective manner.

Entities:  

Year:  2016        PMID: 27057590     DOI: 10.1021/acs.orglett.6b00746

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


  6 in total

1.  Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes.

Authors:  Xiao-Hui Yang; Ryan T Davison; Vy M Dong
Journal:  J Am Chem Soc       Date:  2018-08-09       Impact factor: 15.419

2.  Catalytic Hydrothiolation: Counterion-Controlled Regioselectivity.

Authors:  Xiao-Hui Yang; Ryan T Davison; Shao-Zhen Nie; Faben A Cruz; Tristan M McGinnis; Vy M Dong
Journal:  J Am Chem Soc       Date:  2019-02-08       Impact factor: 15.419

3.  Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation.

Authors:  Boliang Dong; Haihui Peng; Stephen E Motika; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-24       Impact factor: 5.236

4.  Nickel-catalysed selective migratory hydrothiolation of alkenes and alkynes with thiols.

Authors:  Yulong Zhang; Xianfeng Xu; Shaolin Zhu
Journal:  Nat Commun       Date:  2019-04-15       Impact factor: 14.919

5.  Green Catalytic Method for Hydrothiolation of Allylamines: An External Electric Field.

Authors:  Mingxia Zhang; Wenzuo Li; Ziyan Zhou; Shuping Zhuo; Zhongmin Su
Journal:  ACS Omega       Date:  2022-02-11

6.  A Switchable Gold Catalyst by Encapsulation in a Self-Assembled Cage.

Authors:  Anne C H Jans; Adrián Gómez-Suárez; Steven P Nolan; Joost N H Reek
Journal:  Chemistry       Date:  2016-09-04       Impact factor: 5.236

  6 in total

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