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

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 al...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2000-09, Vol.37 (5), p.1081-1087
Main Authors: Unangst, Paul C., Bratton, Larry D., Connor, David T., Roth, Bruce D., Rubin, J. Ronald, Trivedi, Bharat K.
Format: Article
Language:English
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Summary: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 1H nmr spec troscopy and X‐ray crystallography.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570370510