Domino Carbopalladation鈥揅ross-Coupling for the Synthesis of 3,3-Disubstituted Oxindoles

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• 作者：Brinton Seashore-Ludlow ; Peter Somfai
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：August 3, 2012
• 年：2012
• 卷：14
• 期：15
• 页码：3858-3861
• 全文大小：276K
• 年卷期：v.14,no.15(August 3, 2012)
• ISSN：1523-7052

文摘

This study examines a domino carbopalladation鈥揷ross-coupling reaction for the formation of valuable oxindole scaffolds. Furthermore, the reaction sequence forges vicinal stereocenters in a stereospecific manner through the formation of two carbon鈥揷arbon bonds and, thereby, rapidly generates complexity. The reaction gives high yields for a variety of acrylamide substrates, and various organoboranes have also been evaluated for the cross-coupling. This work offers insight into the relative rates determining a successful carbopalladation鈥揷ross-coupling reaction and how to favor the desired reaction pathway.