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Synthesis 2007(7): 1077-1081  
DOI: 10.1055/s-2007-965961
PAPER
© Georg Thieme Verlag Stuttgart · New York

Facile Addition of Ketones to Activated Isoquinolines Using N-Methyl-2-pyrrolidinone

J. S. Yadav*, B. V. S. Reddy, Manoj K. Gupta, I. Prathap, Uttam Dash
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27160512; e-Mail: yadavpub@iict.res.in;
Further Information

Publication History

Received 9 October 2006
Publication Date:
28 February 2007 (online)

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Abstract

Ketones undergo a smooth addition to N-acylisoquinolinium ions in N-methyl-2-pyrrolidinone, under mild conditions, to produce 1-alkylated isoquinoline derivatives in excellent yields with high regioselectivity. The use of commercially available N-methyl-2-pyrrolidinone makes this process quite simple, more convenient and practical.

Keywords

activated isoquinolines - ketones - 1-alkyl-1,2-dihydroquinolines

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