Synthesis of lipophilic lariat ethers with pendant N-(X)sulfonyl carboxamide groups

✍ Scribed by Hui Hu; Richard A. Bartsch

• Book ID: 102341997
• Publisher: Journal of Heterocyclic Chemistry
• Year: 2004
• Tongue: English
• Weight: 177 KB
• Volume: 41
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570410412

✦ Synopsis

Abstract

Synthetic routes to sixteen lipophilic lariat ether N‐(X)sulfonyl carboxamides with X = trifluoromethyl, methyl, phenyl, and p‐nitrophenyl are described. For this new family of proton‐ionizable lariat ethers in which the acidity can be ‘tuned’ by X group variation, the ring size is systematically varied from 12‐crown‐4 to 14‐crown‐4 to 15‐crown‐5 to 18‐crown‐6.