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Synthesis of Cryptolepine and Cryptoteckieine from a Common Intermediate
Author(s) -
Ho TseLok,
Jou DerGuey
Publication year - 2002
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(200211)85:11<3823::aid-hlca3823>3.0.co;2-s
Subject(s) - chemistry , methylation , halogenation , stereochemistry , oxidative phosphorylation , medicinal chemistry , organic chemistry , biochemistry , gene
Both cryptolepine 1 and cryptotackieine 3 have been synthesized from 1,3‐bis(2‐nitrophenyl)propan‐2‐one. The approach to 1 involved reduction of the NO 2 groups, oxidative cyclization with PhI(OAc) 2 , and N ‐methylation, whereas 3 was obtained via bromination, Favorskii rearrangement, reduction ( in situ cyclization), and N ‐methylation.