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Synthesis 2004(2): 0263-0266  
DOI: 10.1055/s-2004-815920
PAPER
© Georg Thieme Verlag Stuttgart · New York

Iodotrimethylsilane-Mediated Cross-Aldol Condensation: A Facile Synthesis of α,α′-Bis(substituted benzylidene)cycloalkanones [1]

Gowravaram Sabitha*, G. S. Kiran Kumar Reddy, K. Bhaska Reddy, J. S. Yadav
Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27160512; e-Mail: sabitha@iict.ap.nic.in;
Further Information

Publication History

Received 3 July 2003
Publication Date:
21 January 2004 (online)

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Abstract

A facile and efficient method for the preparation of α,α′-bis(substituted benzylidene)cycloalkanones is described for the first time using iodotrimethylsilane generated in situ from chlorotrimethylsilane and sodium iodide in acetonitrile. The reaction proceeds rapidly at room temperature, giving high yields of products.

Key words

iodotrimethylsilane - cross-aldol condensation - ambient temperature - cyclic ketones

1

IICT Communication No. 030516.

1

IICT Communication No. 030516.