CuCN-Mediated cascade cyclization of 4-(2-bromophenyl)-2-butenoates: a high-yield synthesis of substituted naphthalene amino esters

TitleCuCN-Mediated cascade cyclization of 4-(2-bromophenyl)-2-butenoates: a high-yield synthesis of substituted naphthalene amino esters
Publication TypeJournal Article
Year of Publication2013
AuthorsR. Reddy, S, Prasad, PK, Ahuja, BBhushan, Sudalai, A
JournalJournal of Organic Chemistry
Volume78
Issue10
Pagination5045-5050
Date PublishedMAY
ISSN0022-3263
Abstract

A new method of CuCN-mediated one-pot cyclization of 4-(2-bromophenyl)-2-butenoates leading to efficient synthesis of substituted naphthalene amino esters including phenanthrene aromatic structural units is described. Deuterium labeling studies establish that this one-pot cascade cyclization proceeds through isomerization of olefin, intramolecular C-C bond cyclization, and aromatization as the key intermediates, all occurring in a single step.

DOI10.1021/jo400244h
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)4.638
Divison category: 
Chemical Engineering & Process Development