Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Synthesis and Properties of Cyclohepta[hi]pyrrolo[2,1,5-cd]indolizines
Michihiko NoguchiRyoichi TamaiNoriyuki TanigawaHiroyuki OkumuraShoji Kajigaeshi
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1987 Volume 60 Issue 3 Pages 969-975

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Abstract

The oxidation of the methylene moiety of 4,5,6,7-tetrahydrocyclohepta[hi]pyrrolo[2,1,5-cd]indolizines with NBS gave 5-bromo-6,7-dihydro- (4) and 5-bromo-cyclohepta[hi]pyrrolo[2,1,5-cd]indolizines. The dehydrobromination of 4 with DBU afforded cyclohepta[hi]pyrrolo[2,1,5-cd]indolizines in good yields. The characteristic electronic features of these cycloheptapyrroloindolizines are discussed on the basis of the MO calculations and the spectroscopic properties.

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