Literature DB >> 26926889

Molecular Iodine-Mediated Difunctionalization of Alkenes with Nitriles and Thiols Leading to β-Acetamido Sulfides.

Huanhuan Cui1, Xiaoxia Liu1, Wei Wei1, Daoshan Yang1, Chenglong He1, Tiantian Zhang1, Hua Wang1.   

Abstract

A direct difunctionalization protocol of alkenes with nitriles and thiols toward β-acetamido sulfide derivatives has been proposed under metal-free synthesis conditions. The present protocol provides the facile and highly efficient synthesis of various β-acetamido sulfides in a scaled-up manner with good to excellent yields simply using inexpensive molecular iodine as a catalyst, DMSO as a mild oxidant, and readily available thiols as thiolating reagents.

Entities:  

Year:  2016        PMID: 26926889     DOI: 10.1021/acs.joc.5b02579

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes.

Authors:  Hao Wang; Cui Chen; Weibing Liu; Zhibo Zhu
Journal:  Beilstein J Org Chem       Date:  2017-09-28       Impact factor: 2.883

2.  Hypervalent iodine-mediated Ritter-type amidation of terminal alkenes: The synthesis of isoxazoline and pyrazoline cores.

Authors:  Sang Won Park; Soong-Hyun Kim; Jaeyoung Song; Ga Young Park; Darong Kim; Tae-Gyu Nam; Ki Bum Hong
Journal:  Beilstein J Org Chem       Date:  2018-05-11       Impact factor: 2.883

3.  Iodine-Mediated Alkoxyselenylation of Alkenes and Dienes with Elemental Selenium.

Authors:  Evgeny O Kurkutov; Bagrat A Shainyan
Journal:  Molecules       Date:  2022-09-20       Impact factor: 4.927

  3 in total

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