The Journal of Organic Chemistry

Indole N-carbonyl compounds: preparation and coupling of indole-1-carboxylic acid anhydride

DL Boger, M Patel

Index: Boger, Dale L.; Patel, Mona Journal of Organic Chemistry, 1987 , vol. 52, # 17 p. 3934 - 3936

Full Text: HTML

Citation Number: 18

Abstract

Scheme I"(a) 1.0 equiv of n-BuLi, ether, 0 OC, 0.5 h; COz, 88-94%;(b) 0.6 equiv of EDCbHCl, CHZClz, 25" C, 15 min, 86%;(c) Table I. petitive N-1 vs. C-3 acylation of indole has required the empirical determination of experimental conditions which favor predominant or exclusive N-acylati~ n.~~~ In addition, for systems for which no activated acylation reagent is available, the indole N-carbonyl compounds are currently inaccessible.

Related Articles:

Tandem copper-catalysed aryl and alkenyl amination reactions: the synthesis of N-functionalised indoles

[Hodgkinson, Roy C.; Schulz, Jurgen; Willis, Michael C. Organic and Biomolecular Chemistry, 2009 , vol. 7, # 3 p. 432 - 434]

Chemoselective N??Acylation of Indoles and Oxazolidinones with Carbonylazoles

[Heller, Stephen T.; Schultz, Erica E.; Sarpong, Richmond Angewandte Chemie - International Edition, 2012 , vol. 51, # 33 p. 8304 - 8308]

More Articles...