FORMATION OF A 10-MEMBERED LACTAM BY CHLOROACETAMIDE PHOTOCYCLIZATIONON THE INDOLE 4-POSITION

Authors
BENNASAR ML ZULAICA E RAMIREZ A BOSCH J
Citation
Ml. Bennasar et al., FORMATION OF A 10-MEMBERED LACTAM BY CHLOROACETAMIDE PHOTOCYCLIZATIONON THE INDOLE 4-POSITION, Heterocycles, 43(9), 1996, pp. 1959-1966
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
43
Issue
9
Year of publication
1996
Pages
1959 - 1966
Database
ISI
SICI code
0385-5414(1996)43:9<1959:FOA1LB>2.0.ZU;2-M
Abstract
Photocyclization of tricyclic chloroacetamide (3) occurs on the indole 4-position to give the ten-membered lactam (4), whose structure was c onfirmed by conversion to the tetracyclic amine (6). Some conformation al aspects of lactam (4) and thiolactam (5), namely the observation of conformers by nmr as a consequence of a restricted inversion of the t en-membered ring, are discussed.