Mannich reactions of nucleophilic aromatic compounds involving aminals and α-amino ethers activated by chlorosilane derivatives; catalysis by chlorotrimethylsilane

H Heaney, G Papageorgiou, RF Wilkins

Index: Heaney, Harry; Papageorgiou, George; Wilkins, Robert F. Journal of the Chemical Society, Chemical Communications, 1988 , # 17 p. 1161 - 1163

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Citation Number: 21

Abstract

Aminals and α-amino ethers afford N, N-dialkylmethyleneammonium salts by reaction with dichloro (dimethyl)-and trichloro (methyl)-silanes, but whereas chlorotrimethylsilane interacts with α-amino ethers to yield iminium salts, the reaction of the latter silane with aminals does not: in situ Mannich reactions may be carried out using these systems, and in the case of the reactions using chlorotrimethylsilane and aminals the reactions can be ...