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One‐Pot, Two‐Step Metal and Acid‐Free Synthesis of Trisubstituted Imidazole Derivatives via Oxidation of Internal Alkynes Using an Iodine/DMSO System
Author(s) -
Naidoo Shivani,
Jeena Vineet
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801584
Subject(s) - chemistry , imidazole , combinatorial chemistry , iodine , metal , organic chemistry
A one‐pot, two‐step, simple, efficient and eco‐friendly oxidation of internal alkynes as a key step towards the synthesis of 2,4,5‐trisubstituted imidazoles, using an inexpensive I 2 /DMSO system, has been reported. This metal and acid‐free synthesis proceeded smoothly to furnish a variety of synthetically useful trisubstituted imidazoles in moderate to excellent yields. In an effort to demonstrate the potential future applications of this system, a double oxidation study was undertaken and the desired trisubstituted imidazoles obtained in good to moderate yields.