Some mercuration reactions of substituted pyrroles

JA Ganske, RK Pandey, MJ Postich…

文献索引：Ganske, Jane A.; Pandey, Ravindra K.; Postich, Michael J.; Snow, Kevin M.; Smith, Kevin M. Journal of Organic Chemistry, 1989 , vol. 54, # 20 p. 4801 - 4807

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被引用次数: 18

摘要

Mercuration of N-unsubstituted pyrroles with mercury (I1) acetate results in immediate precipitation of the N-mercurated derivative, which is insoluble in virtually all organic solvents. If the pyrrole N atom is protected (eg with Me, CH20CH2Ph, or C02t-Bu) then mercuration takes place efficiently at unsubstituted pyrrole carbons. Subsequent palladium/olefin (Heck-type) reactions afford the corresponding pyrrole acrylate when, for ...