Org. Process Res. Dev., 10 (6), 1233 -1237, 2006. 10.1021/op0601722 S1083-6160(06)00172-1
Web Release Date: October 21, 2006

Copyright © 2006 American Chemical Society

Scale-Up of the Green Synthesis of Azacycloalkanes and Isoindolines under Microwave Irradiation

T. Michael Barnard,* Grace S. Vanier, and Michael J. Collins, Jr.

Synthesis Division, CEM Corporation, 3100 Smith Farm Road, Matthews, North Carolina 28106, U.S.A.

Received for review August 17, 2006.

Abstract:

A green approach to N-heterocyclization reactions ranging in scale from 20 mmol to 1 mol performed under microwave irradiation in open vessels has been investigated. By using water as the solvent and no transition metal catalysts, N-heterocycles are formed in a fraction of the time needed for conventional synthesis of these compounds. The obtained yields indicate that reactions can be performed at atmospheric pressure using the same reaction conditions as the corresponding sealed-vessel reactions. Single-mode and multimode microwave cavities have been used for open-vessel synthesis without changing reaction times producing similar yields.


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