Synthesis of substituted isoquinolines by electrophilic cyclization of iminoalkynes

Q Huang, JA Hunter, RC Larock

Index: Huang, Qinhua; Hunter, Jack A.; Larock, Richard C. Journal of Organic Chemistry, 2002 , vol. 67, # 10 p. 3437 - 3444

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Citation Number: 249

Abstract

The tert-butylimines of o-(1-alkynyl) benzaldehydes and analogous pyridinecarbaldehydes have been cyclized under very mild reaction conditions in the presence of I2, ICl, PhSeCl, PhSCl, and p-O2NC6H4SCl to give the corresponding halogen-, selenium-, and sulfur- containing disubstituted isoquinolines and naphthyridines, respectively. This methodology accommodates a variety of iminoalkynes and affords the anticipated heterocycles in ...