Practical synthesis of fully-substituted peptide thiazoles

β‐Cyclodextrin catalyzed access to fused 1,8‐dihydroimidazo[2,3‐b]indoles via one‐pot multicomponent cascade in aqueous ethanol: Supramolecular approach toward sustainability

“…Different substituted imidazoles act as inhibitors of p38 MAP kinase [11] and B-Raf kinase [10] glucagon receptor, [12] plant growth regulators, [13] therapeutic agents, [14] and pesticides. [16,17] Indole-based compounds are very important among heterocyclic structures because of their various pharmacological activities such as antimicrobial, [18] anticancer, [19] antioxidant, antiinflammatory, antifungal, and antihypertensive activities ( Figure 1). [16,17] Indole-based compounds are very important among heterocyclic structures because of their various pharmacological activities such as antimicrobial, [18] anticancer, [19] antioxidant, antiinflammatory, antifungal, and antihypertensive activities ( Figure 1).…”

Organolithium-Mediated Diversification of Peptide Thiazoles

“…To increase the structural diversity of macrocyclic peptide thiazoles, we sought a method that would allow facile substitution at C5 of the thiazole ring. Existing methods for the synthesis of 5-substituted dipeptide thiazoles require 4−7 steps after incorporation of the C5 substituent . A more efficient route would place the C5 diversification step as late as possible, using fully assembled peptide thiazoles.…”

A Practical Approach to the Synthesis of 2,4-Disubstituted Oxazoles from Amino Acids

“…We recognized an opportunity for the synthesis of our targets using Wipf's modification, if a suitable method for preparation of the requisite aldehydes could be found. Our approach to the acyclic aldehydes (Scheme ) evolved as an adaptation of a method described by Buchanan for the synthesis of peptide thiazoles . The Boc-protected acids ( a ) were converted to their Weinreb amides ( b ), following activation with carbonyldiimidazole.…”