Chloroacetonylation of C=C double bonds promoted by manganese(III) acetate

DENGİZ Ç., ÇALIŞKAN R., BALCI M.

TETRAHEDRON LETTERS, vol.53, no.5, pp.550-552, 2012 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 53 Issue: 5
  • Publication Date: 2012
  • Doi Number: 10.1016/j.tetlet.2011.11.098
  • Journal Name: TETRAHEDRON LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.550-552
  • Keywords: Acetylacetone, manganese(III) acetate, Cyclization, Chloroacetonylation, Dihydrofuran, METAL-SALTS, GAMMA-LACTONES, OXIDATION, BENZONORBORNADIENE, BROMINATION, ADDITIONS, KETONES
  • Middle East Technical University Affiliated: Yes

Abstract

The addition of acetylacetone to alkenes was performed using Mn(OAc)(3 center dot)2H(2)O in the presence of HCl. The intermediate formed was trapped by chloride. Removal of one of the acetyl groups with ammonia under very mild conditions provided compounds derived from chloroacetonylation of the double bonds. (C) 2011 Elsevier Ltd. All rights reserved.