An isomünchnone-based method for the synthesis of highly substituted 2 (1 H)-pyridones

A Padwa, SM Sheehan, CS Straub

文献索引：Padwa, Albert; Sheehan, Scott M.; Straub, Christopher S. Journal of Organic Chemistry, 1999 , vol. 64, # 23 p. 8648 - 8659

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被引用次数: 120

摘要

1-(Benzenesulfonyl-diazoacetyl)-pyrrolidin-2-one was prepared by a diazo transfer of 1-( benzenesulfonylacetyl)-pyrrolidin-2-one with p-acetamidobenzenesulfonyl azide and triethylamine. Treatment of the diazoimide with a catalytic quantity of rhodium (II) acetate resulted in the formation of an isomünchnone dipole, which underwent bimolecular trapping with various dipolarophiles in high yield. The initially formed cycloadducts were not ...