Silver-Catalyzed Hydroamination: Synthesis ofN-Bridgehead Pyrroles, Incorporating a Protection-Deprotection Strategy for Preparation of Cyclic Secondary Vinylogous Carbamates

Autor: Ross S. Robinson, Martin C. Dovey, David Gravestock
Rok vydání: 2005
Předmět:
Zdroj: European Journal of Organic Chemistry. 2005:505-511
ISSN: 1099-0690
1434-193X
DOI: 10.1002/ejoc.200400598
Popis: N-Bridgehead pyrroles are efficiently prepared from cyclic secondary vinylogous carbamates using a two-step sequence. This sequence involves C-propargylation followed by a silver-catalyzed intramolecular hydroamination. Hydroamination is brought about using microwave irradiation and affords the desired N-bridgehead pyrroles rapidly and in good yield. Cyclic secondary vinylogous carbamates are prepared using a mild, economical procedure. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
Databáze: OpenAIRE