Literature DB >> 32003566

Regioselective C-H Sulfonylation of 2H-Indazoles by Electrosynthesis.

Kingshuk Mahanty1, Debabrata Maiti1, Suman De Sarkar1.   

Abstract

This study reveals a transition-metal- and external oxidant-free electrochemical method for the C3-H sulfonylation of biologically diverse 2H-indazoles at room temperature and under ambient air. Using various sulfonyl hydrazides as the sulfonyl precursor, a series of sulfonylated indazole derivatives containing a broad spectrum of functional groups were synthesized in up to 92% yield. Mechanistic studies suggest a precedented radical pathway is operating in the electrochemical process.

Entities:  

Year:  2020        PMID: 32003566     DOI: 10.1021/acs.joc.9b03330

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


  5 in total

Review 1.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

2.  Late-stage ortho-C-H alkenylation of 2-arylindazoles in aqueous medium by Manganese(i)-catalysis.

Authors:  Krishna Kanta Das; Asim Kumar Ghosh; Alakananda Hajra
Journal:  RSC Adv       Date:  2022-07-04       Impact factor: 4.036

Review 3.  Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones.

Authors:  Shuai Liang; Kamil Hofman; Marius Friedrich; Julian Keller; Georg Manolikakes
Journal:  ChemSusChem       Date:  2021-10-13       Impact factor: 9.140

4.  Electrochemical sulfonylation of alkenes with sulfonyl hydrazides: a metal- and oxidant-free protocol for the synthesis of (E)-vinyl sulfones in water.

Authors:  Yin-Long Lai; Yunyan Mo; Shaoxi Yan; Shengling Zhang; Lejie Zhu; Jianmin Luo; Huishi Guo; Jianpeng Cai; Jianhua Liao
Journal:  RSC Adv       Date:  2020-09-08       Impact factor: 4.036

5.  Electrocatalytic redox neutral [3 + 2] annulation of N-cyclopropylanilines and alkenes.

Authors:  Qi Wang; Qile Wang; Yuexiang Zhang; Yasmine M Mohamed; Carlos Pacheco; Nan Zheng; Richard N Zare; Hao Chen
Journal:  Chem Sci       Date:  2020-11-09       Impact factor: 9.825

  5 in total

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