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A General Proline‐Catalyzed Synthesis of 4,5‐Disubstituted N ‐Sulfonyl‐1,2,3‐Triazoles from 1,3‐Dicarbonyl Compounds and Sulfonyl Azide
Author(s) -
Rajasekar Shanmugam,
Anbarasan Pazhamalai
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901015
Subject(s) - sulfonyl , regioselectivity , chemistry , catalysis , proline , azide , rhodium , combinatorial chemistry , yield (engineering) , organic chemistry , medicinal chemistry , materials science , amino acid , biochemistry , alkyl , metallurgy
An efficient proline‐catalyzed synthesis of 4,5‐disubstituted‐ N ‐sulfonyl‐1,2,3‐triazoles has been accomplished from 1,3‐dicarbonyl compounds and sulfonyl azides. The developed reaction is suitable for various symmetrical and unsymmetrical 1,3‐dicarbonyl compounds, tolerates various functional groups and affords 4,5‐disubstituted‐ N ‐sulfonyl‐1,2,3‐triazoles in good yield with excellent regioselectivity. Rhodium‐catalyzed denitrogenative functionalization of 4,5‐disubstituted‐ N ‐sulfonyl‐1,2,3‐triazoles further demonstrates their utility in organic synthesis.