Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 2
1,847
Views
35
CrossRef citations to date
0
Altmetric
Original Articles

A Simple and Convenient Procedure for the Conversion of Esters to Secondary Amides

&
Pages 297-301 | Received 11 Sep 2001, Published online: 21 Aug 2006

References

  • Benz , G. 1991 . “ Synthesis of amides and related compounds ” . In Comprehensive Organic Synthesis Edited by: Trost , B.M. , Fleming , I. and Winterfeldt , E. Vol. 6 , 381 – 417 . Oxford : Pergamon Press .
  • March , J. 1992 . “ Aliphatic nucleophilic substitution ” . In Advanced Organic Chemistry , 4th Ed. 427 – 428 . New York : John Wiley & Sons .
  • Vogel , A. 1989 . “ Aliphatic compounds, aromatic compounds ” . In A Text Book of Practical Organic Chemistry 708 – 710 . New York : Longman Scientific & Technical and Wiley . 1080–1081
  • Sharma , G.V.M. , Shekharam , T. and Upendra , V. 1990 . Stereoconvergent synthesis of a potent mosquito larvicide: (2E,4E,8E,10Z)-N-(2-methylpropyl)-2,4,8,10-dodecatetraeneamide. . Tetrahedron , 46 ( 16 ) : 5665 – 5672 .
  • Yazawa , H. , Tanaka , K. and Kariyone , K. 1974 . The reaction of carboxylic esters with boron tribromide. A convenient method for the synthesis of amides and transesterification . Tetrahedron Lett. , 15 ( 46 ) : 3995 – 3996 .
  • Wang , W.-B. and Roskamp , E.J. 1992 . Tin(II) amides: New reagents for the conversion of esters to amides . J. Org. Chem. , 57 ( 6 ) : 6101 – 6103 .
  • Wang , W.-B. , Restituyo , J.A. and Roskamp , E.J. 1993 . Direct conversion of esters to secondary amides using tin(II) reagents . Tetrahedron Lett. , 34 ( 45 ) : 7217 – 7220 .
  • Strunz , G.M. and Finlay , H. 1994 . Concise, efficient new synthesis of pipercide, an insecticidal unsaturated amide from piper nigram and related compounds . Tetrahedron , 50 ( 38 ) : 11113 – 11122 .
  • Raju , N. , Ramalingam , K. and Nowotnik , D.P. 1992 . Synthesis of some nitroimidazole substituted boronic acids: precursors to technetium-99m complexes with potential for imaging hypoxic tissue . Tetrahedron , 48 ( 47 ) : 10233 – 10238 .
  • Katritzky , A.R. , He , H.-Y. and Suzuki , K. 2000 . N-Acylbenzo-triazoles: neutral acylating reagents for the preparation of primary, secondary, and tertiary amides . J. Org. Chem. , 65 ( 24 ) : 8210 – 8213 . and references cited therein
  • Ranu , B.C. , Dutta , P. and Sarkar , A. 1998 . A simple and efficient procedure for transesterification catalyzed by indium triiodide . J. Org. Chem. , 63 ( 17 ) : 6027 – 6028 .
  • Ranu , B.C. , Dutta , P. and Sarkar , A. 2000 . Highly selective acylation of alcohols and amines by an indium triiodide-catalysed transesterification process . J. Chem. Soc., Perkin Trans. 1 , : 2223 – 2225 .
  • Ranu , B.C. , Dutta , P. and Sarkar , A. 2000 . An efficient and general method for ester hydrolysis on the surface of silica gel catalyzed by indium triiodide under microwave irradiation . Synth. Commun. , 30 ( 22 ) : 4167 – 4171 .
  • Ranu , B.C. and Hajra , A. 2001 . Indium triiodide catalysed one-step conversion of tetrahydropyranyl ethers to acetates with high selectivity . J. Chem. Soc., Perkin Trans. 1 , : 355 – 357 .
  • Han , Y. and Huang , Y.-Z. 1995 . A straightforward, efficient and versatile preparation of propargylic alcohols from 1-alkynes and aldehydes via GaI3 and amine . Tetrahedron Lett. , 36 ( 40 ) : 7277 – 7280 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.