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1. A non-cryogenic method for the preparation of 2-(indolyl) borates, silanes, and silanols.

Author

Vazquez E, Davies IW, and Payack JF

Subjects
Boric Acids chemical synthesis, Boric Acids chemistry, Indicators and Reagents, Indoles chemistry, Molecular Structure, Silanes chemistry, Indoles chemical synthesis, Silanes chemical synthesis
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%).

Published
2002
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