SYNTHESIS OF FUNCTIONALIZED INDOLINES BY RADICAL-POLAR CROSSOVER REACTIONS

Authors
MURPHY JA RASHEED F GASTALDI S RAVISHANKER T LEWIS N
Citation
Ja. Murphy et al., SYNTHESIS OF FUNCTIONALIZED INDOLINES BY RADICAL-POLAR CROSSOVER REACTIONS, Journal of the Chemical Society. Perkin transactions. I, (10), 1997, pp. 1549-1558
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
10
Year of publication
1997
Pages
1549 - 1558
Database
ISI
SICI code
0300-922X(1997):10<1549:SOFIBR>2.0.ZU;2-7
Abstract
Functionalised indolines have been prepared by treating tetrathiafulva lene (TTF) with 2-(N-acyl-N-allylamino)benzenediazonium tetrafluorobor ates. N-Benzoyl-protected substrates afford complex reaction mixtures due to competing radical cyclisation onto the benzoyl group, Acetamide s react more efficiently affording good yields of product alcohols whe n the reactions are carried out in moist acetone.