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Preparation of 3-substituted-2-pyridin-2-ylindoles: regioselectivity of Larock’s indole annulation with 2-alkynylpyridines |
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| Authors: | Frank Roschangar Jianxiu Liu Marine Dufour Vittorio Farina Azad Hossain Heewon Lee Richard Varsolona Pierre Beaulieu Chris H Senanayake |
| Institution: | a Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, PO Box 368, Ridgefield, CT 06877, USA b Boehringer Ingelheim Pharma GmbH & Co. KG, A Verfahrensentwicklung, Binger Straße 173, 55216 Ingelheim am Rhein, Germany c Boehringer Ingelheim (Canada) Ltd, Research and Development, 2100 Cunard Street, Laval, Québec, Canada H7S2G5 |
| Abstract: | A regioselective Larock approach to 3-substituted-2-pyridin-2-ylindoles from 2-alkynylpyridines and 2-iodoanilines is described herein. The unexpectedly high regioselectivity can be rationalized by a combination of steric, coordinative and electronic effects. |
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