Tetrahedron letters

Allylation and cyanation of aza-aromatics activated by chloroformate and a catalytic amount of iodine

JS Yadav, BVS Reddy, M Srinivas, K Sathaiah

Index: Yadav; Reddy; Srinivas; Sathaiah Tetrahedron Letters, 2005 , vol. 46, # 20 p. 3489 - 3492

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Citation Number: 37

Abstract

Allyltrimethylsilane and trimethylsilyl cyanide undergo smooth addition to N-acylated quinolines in the presence of a catalytic amount of iodine to afford 2-allyl-and 2-cyano-1, 2- dihydroquinoline derivatives, respectively in good yields with high chemo-and regioselectivity. A variety of functional groups such as alkyl, alkoxy, halo, and nitro functionalities are tolerated under the reaction conditions.