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A non-cryogenic method for the preparation of 2-(indolyl) borates, silanes, and silanols
Enrique Vazquez1, Ian W Davies, Joseph F Payack
1Department of Process Research, Merck & Co. Inc., P.O. Box 2000, Rahway, New Jersey 07065-0900, USA. enrique_vazquez@merck.com
The Journal of Organic Chemistry
|October 12, 2002
Abstract:
2-Indolyl borates are prepared via addition of LDA to a mixture of N-Boc-indole and triisopropyl borate at 0-5 degrees C. Following acidic hydrolysis, the boronic acids are isolated by crystallization in good to excellent yield (73-99%). The method is quite general, tolerating a wide range of functional groups, and also provides access to 2-silyl derivatives (80-91%).