Gold-catalyzed formal [3+ 3] and [4+ 2] cycloaddition reactions of nitrosobenzenes with alkenylgold carbenoids

VV Pagar, AM Jadhav, RS Liu

Index: Jadhav, Appaso Mahadev; Bhunia, Sabyasachi; Liao, Hsin-Yi; Liu, Rai-Shung Journal of the American Chemical Society, 2011 , vol. 133, # 6 p. 1769 - 1771

Full Text: HTML

Citation Number: 83

Abstract

We report two new formal cycloaddition reactions between nitrosobenzenes and alkenylgold carbenoids. We obtained quinoline oxides 3 in satisfactory yields from the gold-catalyzed [3+ 3]-cycloadditions between nitrosobenzenes and alkenyldiazo esters 1. For propargyl esters 5, its resulting gold carbenes react with nitrosobenzene to give alkenylimine 8, followed by a [4+ 2]-cycloaddition with nitrosobenzene.