Iodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: a combined experimental and computational investigation

TitleIodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: a combined experimental and computational investigation
Publication TypeJournal Article
Year of Publication2014
AuthorsHumne, VT, Dangat, YB, Vanka, K, Lokhande, P
JournalOrganic & Biomolecular Chemistry
Volume12
Issue27
Pagination4832-4836
Date PublishedJUN
ISSN1477-0520
Abstract

A new protocol for the aromatization of tetrahydrocarbazoles has been achieved using a catalytic amount of iodine, giving high yields. The role of iodine in the aromatization has been explained by DFT, and its wide scope is extended to the total synthesis of glycozoline and murrayafoline A. This method has proven to be tolerant of a broad range of functional groups.

DOI10.1039/c4ob00635f
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)3.93
Divison category: 
Physical and Materials Chemistry