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Addition reactions of allyl stannanes to an indolo[2′,3′:3,4]pyrido[1,2-b]isoquinoline imminium salt

✍ Scribed by Paul C. Unangst; Larry D. Bratton; David T. Connor; Bruce D. Roth; J. Ronald Rubin; Bharat K. Trivedi

Publisher: Journal of Heterocyclic Chemistry
Year: 2000
Tongue: English
Weight: 513 KB
Volume: 37
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570370510

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✦ Synopsis

Abstract

The addition of organometallic reagents to the 13b‐position of the indolo[2′,3′:3,4]pyrido[1,2‐b]isoquinoline imminium salt 4 is described. Reaction of 4 with tetraallyl tin in 2‐methoxyethanol gave the allyl adduct 7 in moderate yield. Further elaboration of 7 yielded the pentacyclic benzylidene alcohols 13 and 14. Structure elucidation of the compounds prepared was achieved by a combination of ^1^H nmr spec troscopy and X‐ray crystallography.

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