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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 23
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Original Articles

Rapid and Catalyst‐Free α‐Halogenation of Ketones using N‐Halosuccinamides in DMSO

B. Sreedhar Indian Institute of Chemical Technology, Tarnaka, Hyderabad, IndiaCorrespondence[email protected]
,
P. Surendra Reddy Indian Institute of Chemical Technology, Tarnaka, Hyderabad, India
&
M. Madhavi Indian Institute of Chemical Technology, Tarnaka, Hyderabad, India
Pages 4149-4156 | Received 30 Apr 2007, Published online: 10 Dec 2007
 
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Abstract

α‐Halogenation of various carbonyl compounds such as β‐keto‐esters, cyclic ketones, and lactams with N‐halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α‐monohalogenated products in good to excellent yields with high selectivity under catalyst‐free conditions.

Acknowledgments

P. S. R. thanks the Council of Scientific and Industrial Research, New Delhi, for the award of a senior research fellowship. M. M. thanks the director, Indian Institute of Chemical Technology (IICT), for providing facilities to carrying out her dissertation work.

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