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Addition reactions of allyl stannanes to an indolo[2′,3′:3,4]pyrido[1,2‐ b ]isoquinoline imminium salt
Author(s) -
Unangst Paul C.,
Bratton Larry D.,
Connor David T.,
Roth Bruce D.,
Rubin J. Ronald,
Trivedi Bharat K.
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370510
Subject(s) - chemistry , isoquinoline , reagent , adduct , salt (chemistry) , yield (engineering) , tin , stereochemistry , medicinal chemistry , organic chemistry , materials science , metallurgy
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.