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Transition Metal‐Free Synthesis of Carbo‐ and Heterocycles via Reaction of Alkynes with Organylchalcogenides
Author(s) -
Zeni Gilson,
Godoi Benhur,
Jurinic Carla K.,
Belladona Andrei L.,
Schumacher Ricardo F.
Publication year - 2021
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.202000152
Subject(s) - electrophile , reagent , alkyne , chemistry , halide , transition metal , catalysis , combinatorial chemistry , photoredox catalysis , electrochemistry , triple bond , electrophilic substitution , photochemistry , organic chemistry , double bond , photocatalysis , electrode
This manuscript intends to overview the most recent advances in the synthesis of carbo‐ and heterocycles through reactions of alkynes with organyl chalcogenides (S, Se, Te) under metal‐free conditions. Firstly, the use of electrophilic chalcogenyl halides as a selective reagent for alkyne carbon‐carbon triple bond activation will be presented. After that, radical cyclization protocols employing electrochemical oxidative conditions, light‐induced photoredox catalysis, or mild oxidants with direct chalcogenyl group installation will be discussed accompanied by the proposed mechanisms.