Organic letters

Preparation of the Isomeric Azaindoline Family by Intramolecular Carbolithiation

…, PD Salgaonkar, JD Brubaker, V Sharma

Index: Bailey, William F.; Salgaonkar, Paresh D.; Brubaker, Jason D.; Sharma, Vijayata Organic Letters, 2008 , vol. 10, # 6 p. 1071 - 1074

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Citation Number: 12

Abstract

An operationally convenient, one-pot, three-step sequence has been developed that provides access to 3-substituted 4-, 5-, 6-, and 7-azaindolines (2, 3-dihydro-1 H- pyrollopyridines) via intramolecular carbolithiation of the aryllithium derived from an appropriate (N, N-diallylamino) bromopyridine. Whereas cyclization proceeds as expected to give 1-allyl-3-methyl-4-azaindoline and 1-allyl-3-methyl-6-azaindoline following ...