Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines

详细信息    查看全文

• 作者：Narasimhulu Gandhamsetty ; Jinseong Jeong ; Juhyeon Park ; Sehoon Park ; Sukbok Chang
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：July 17, 2015
• 年：2015
• 卷：80
• 期：14
• 页码：7281-7287
• 全文大小：458K
• ISSN：1520-6904

文摘

Silylative reduction of nitriles was studied under transition metal-free conditions by using B(C₆F₅)₃ as a catalyst with hydrosilanes as a reductant. Alkyl and (hetero)aryl nitriles were efficiently converted to primary amines or imines under mild conditions. The choice of silanes was found to determine the selectivity: while a full reduction of nitriles was highly facile, the use of sterically bulky silanes allowed for the partial reduction leading to N-silylimines.