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One‐Pot Conversion of Amino Acids into 2,5‐Disubstituted Oxazoles: No Metals Needed
Author(s) -
RomeroEstudillo Ivan,
Batchu Venkateswara Rao,
Boto Alicia
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400496
Subject(s) - chemistry , decarboxylation , catalysis , aryl , alkyl , iodine , organic chemistry , keto–enol tautomerism , combinatorial chemistry , metal , amino acid , biochemistry
2,5‐Disubstituted oxazoles with a variety of alkyl and aryl groups are efficiently formed from N ‐acylamino acids, by a one‐pot radical decarboxylation–oxidation–enolization and iodine‐promoted cyclization process. Remarkably, the reaction takes place under mild conditions, and no metal catalysis is needed. The process can be useful for the direct modification of small peptides.