Programmable Deuteration of Indoles via Reverse Deuterium Exchange.
Liam S FitzgeraldRachael L McNultyAndrew J GreenerMiriam L O'DuillPublished in: The Journal of organic chemistry (2023)
Methods for selective deuterium incorporation into drug-like molecules have become extremely valuable due to the commercial, mechanistic, and biological importance of deuterated compounds. Herein, we report a programmable labeling platform that allows access to C2, C3, or C2- and C3-deuterated indoles under mild, user-friendly conditions. The C2-deuterated indoles are accessed using a reverse hydrogen isotope exchange strategy which represents the first non-directed C2-deuteration of indoles.
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