Literature DB >> 29160713

Synthesis of 3-(Arylsulfonyl)benzothiophenes and Benzoselenophenes via TBHP-Initiated Radical Cyclization of 2-Alkynylthioanisoles or -selenoanisoles with Sulfinic Acids.

Jian Xu1, Xiaoxia Yu1, Jianxiang Yan1, Qiuling Song1.   

Abstract

tert-Butyl hydroperoxide-initiated radical cyclization of 2-alkynylthioanisoles or -selenoanisoles with sulfinic acids has been developed. This reaction is applicable to a wide substrate scope via one C(sp3)-S(Se) bond cleavage and two C(sp2)-S(Se) bond formation, leading to the synthesis of 3-(arylsulfonyl)benzothiophenes or -benzoselenophenes under mild conditions.

Entities:  

Year:  2017        PMID: 29160713     DOI: 10.1021/acs.orglett.7b02971

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


  4 in total

Review 1.  Recent Advances in the Synthesis of Selenophenes and Their Derivatives.

Authors:  Paola S Hellwig; Thiago J Peglow; Filipe Penteado; Luana Bagnoli; Gelson Perin; Eder J Lenardão
Journal:  Molecules       Date:  2020-12-13       Impact factor: 4.411

2.  Metal- and base-free tandem sulfonylation/cyclization of 1,5-dienes with aryldiazonium salts via the insertion of sulfur dioxide.

Authors:  Xiaohong Wang; Fengzhi You; Baojian Xiong; Lei Chen; Xuemei Zhang; Zhong Lian
Journal:  RSC Adv       Date:  2022-06-06       Impact factor: 4.036

3.  Crystal structures of 3-halo-2-organochalcogenylbenzo[b]chalcogenophenes.

Authors:  Eduardo Q Luz; Francielli S Santana; Gabriel L Silverio; Suelen C M C Tullio; Bianca Iodice; Liziê D T Prola; Ronilson V Barbosa; Daniel S Rampon
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2022-02-03

4.  K2S2O8-mediated radical cyclisation of 2-alkynylthioanisoles or -selenoanisoles: a green and regioselective route to 3-nitrobenzothiophenes and benzoselenophenes.

Authors:  Shi-Chao Lu; Botao Wu; Shi-Peng Zhang; Ya-Ling Gong; Shu Xu
Journal:  RSC Adv       Date:  2020-05-19       Impact factor: 3.361

  4 in total

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