Alternative synthesis of B/C-cis hexahydrobenzo[c]-phenanthridine from 2-phenyl-1-tetralone

Authors
Yoshida, M Watanabe, T Ishikawa, T
Citation
M. Yoshida et al., Alternative synthesis of B/C-cis hexahydrobenzo[c]-phenanthridine from 2-phenyl-1-tetralone, HETEROCYCLE, 54(1), 2001, pp. 433-436
Citations number
6
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
54
Issue
1
Year of publication
2001
Pages
433 - 436
Database
ISI
SICI code
0385-5414(20010101)54:1<433:ASOBHF>2.0.ZU;2-6
Abstract
A B/C-cis hexahydrobenzo[c]phenanthridine (7) was alternatively prepared by the hydride-reduction of a tetrahydrobenzo[c]phenanthridine derivative (6) under acidic condition, which was derived from 2-phenyl-1-tetralone oxime (3) through four steps (reductive amidation, methylation, Bischler-Napieral ski cyclization, and hydride reduction).