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New cyclization of N-hydroxyiminoyl chlorides with N-alkyl ethynesulfonamides: Synthesis of 4-alkyl-3-aryl-4,5-dihydro-1,5,2,4-oxathiadiazepine-5,5-diones

✍ Scribed by Yeon Soo Lee; Kun Hoe Chung; Yong Hae Kim

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 147 KB
Volume: 10
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1999)10:6<461::aid-hc4>3.0.co;2-7

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✦ Synopsis

N-Hydroxyiminoyl chlorides reacted

with N-alkyl ethynesulfonamides in the presence of triethylamine in CH 2 Cl 2 to afford the 4-alkyl-3-aryl-4,5dihydro-1,5,2,4-oxathiadiazepine-5,5-diones (3) as the major products together with N-alkyl-3-aryl-5-isoxazolesulfonamides (4).

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