Literature DB >> 28229592

Iodine-Catalyzed Cross Dehydrogenative Coupling Reaction: Sulfenylation of Enaminones Using Dimethyl Sulfoxide as an Oxidant.

Yogesh Siddaraju1, Kandikere Ramaiah Prabhu1.   

Abstract

Synthesis of polyfunctionalized aminothioalkenes has been demonstrated using iodine as a catalyst (30 mol %) and dimethyl sulfoxide as an oxidant under metal-free reaction conditions. This methodology allows a facile sulfenylation of enaminones with a broad range of heterocyclic thiols and thiones using cross dehydrogenative coupling methods. In addition, this strategy is highly practical as it employs inexpensive and readily available iodine and DMSO with a short reaction time. The current methodology is one of the simplest methods and provides a straightforward approach to sulfenylation of enaminones via the cross dehydrogenative coupling method.

Entities:  

Year:  2017        PMID: 28229592     DOI: 10.1021/acs.joc.7b00073

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


  4 in total

1.  Transition-metal-free synthesis of 3-sulfenylated chromones via KIO3-catalyzed radical C(sp2)-H sulfenylation.

Authors:  Yanhui Guo; Shanshan Zhong; Li Wei; Jie-Ping Wan
Journal:  Beilstein J Org Chem       Date:  2017-09-27       Impact factor: 2.883

2.  Tunable Synthesis of Disulfide-Functionalized Enaminones and 1,4-Thiazines via the Reactions of Enaminones and β-Aminoethanethiol.

Authors:  Yong Gao; Changfeng Hu; Chengping Wen; Jie-Ping Wan
Journal:  ACS Omega       Date:  2017-11-10

3.  Mild and Expeditious Synthesis of Sulfenyl Enaminones of l-α-Amino Esters and Aryl/Alkyl Amines through NCS-Mediated Sulfenylation.

Authors:  Sayan Mukherjee; Animesh Pramanik
Journal:  ACS Omega       Date:  2021-11-30

4.  Iodine-promoted stereoselective amidosulfenylation of electron-deficient alkynes.

Authors:  Fuhong Xiao; Dahan Wang; Shanshan Yuan; Huawen Huang; Guo-Jun Deng
Journal:  RSC Adv       Date:  2018-06-27       Impact factor: 4.036

  4 in total

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