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Technical Note

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.

Org. Process Res. Dev., 2006, 10 (6), pp 1233–1237

DOI: 10.1021/op0601722

Publication Date (Web): October 21, 2006

To whom correspondence should be addressed. E-mail: mike.barnard@ cem.com.

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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Published In Issue November 17, 2006
Received for review August 17, 2006.

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Technical Note

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

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Open-Vessel Microwave-Promoted Suzuki Reactions Using Low Levels of Palladium Catalyst: Optimization and Scale-Up

What Type of Reactions Do Process Chemists Use on Scale?

Regioselective Synthesis of an Imidazo[4,5-c]pyridine through Selective Acylation of 3,4-Diaminopyridine: Synthesis of CP-885,316

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