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Synthesis of 4‐Aryl‐1,2,3‐Thiadiazoles via NH 4 I‐Catalyzed Cyclization of N ‐Tosylhydrazones with Sulfur
Author(s) -
Li Weiwei,
He Jing,
Liu Ping,
Zhang Jie,
Dai Bin
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201902684
Subject(s) - aryl , sulfur , thiadiazoles , catalysis , chemistry , scope (computer science) , combinatorial chemistry , substrate (aquarium) , iodine , functional group , organic chemistry , computer science , alkyl , oceanography , programming language , geology , polymer
A simple and practical NH 4 I‐catalyzed cyclization of N ‐tosylhydrazones with sulfur in the presence of TBHP as organic oxidant was developed. 4‐aryl‐1,2,3‐thiadiazole were obtained in moderate to excellent yields, even on gram scale. This methodology has great advantages including cheap iodine source, avoiding the use of inorganic oxidant, short reaction time, wide substrate scope, and high functional groups tolerance.