Regioselective synthetic approaches towards 1,2,8,9-tetraazadispiro[4.1.4.3]tetradeca-2,9-dien-6-ones

1,3-Dipolar cycloaddition of 2,6-bis(arylmethylidene)cyclohexanones 1 to a variety of nitrilimines (generated in situ by triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides 2) proceeded regioselectively affording 1,3,4,8,10,11-hexaaryl-1,2,8,9-tetraazadispiro[4.1.4.3]tetrade...

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Bibliographic Details
Published inTetrahedron Vol. 57; no. 10; pp. 2015 - 2019
Main Authors Girgis, AS, Ibrahim, YA, Mishriky, N, Lisgarten, JN, Potter, BS, Palmer, RA
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 03.03.2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
NITRONES
hydrazonoyl chlorides
2,6-bis(arylmethylidene)cyclohexanones
DIPHENYLNITRILIMINE
OXIDES
DERIVATIVES
1,3-dipolar cycloaddition
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Summary:1,3-Dipolar cycloaddition of 2,6-bis(arylmethylidene)cyclohexanones 1 to a variety of nitrilimines (generated in situ by triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides 2) proceeded regioselectively affording 1,3,4,8,10,11-hexaaryl-1,2,8,9-tetraazadispiro[4.1.4.3]tetradeca-2,9-dien-6-ones as a mixture of two isomers 3 and 4. The structures of which were established by different spectroscopic techniques as well as single crystal X-ray diffraction. (C) 2001 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4020
DOI:10.1016/S0040-4020(01)00020-5