The Journal of Organic Chemistry

Allyl-and Benzylindium Reagents. Carboindation of Carbon-Carbon and Carbon-Nitrogen Triple Bonds

N Fujiwara, Y Yamamoto

Index: Fujiwara, Naoya; Yamamoto, Yoshinori Journal of Organic Chemistry, 1999 , vol. 64, # 11 p. 4095 - 4101

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Citation Number: 77

Abstract

The reaction of unactivated simple terminal alkynes 1 with allylindiums in THF proceeded smoothly to give the corresponding allylation products 2 in good to high yields. This result is in marked contrast to that of the reaction carried out in DMF, where the allylation of unactivated alkynes was very sluggish. The allylic group of the reagent was attached to the internal carbon of the triple bond, and indium was attached to the less substituted terminal ...