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A convenient synthesis of thiamacrocyclic dilactams

✍ Scribed by Ashraf A. Abbas; Adel S. Girgis

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
161 KB
Volume
18
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

A convenient synthesis of 26‐ to 28‐membered thiamacrocyclic dilactams 8 was achieved via base‐catalyzed condensation reaction of bis‐2‐cyanoacetamides 4 with dialdehyde derivatives 7. The reaction was assumed to be geometrically stereoselective, affording E, E′‐configuration as the only isolable isomer. N, N′‐[Alkanediylbis(thia‐2,1‐phenylene)]bis[2‐cyanoacetamides] 4 were obtained by the reaction of cyanoacetic acid with the corresponding diamine hydrochlorides 3. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:249–254, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20292

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