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You are using Science Of Synthesis as a Guest. Please login or sign up for a free trial to access the full content. Method 4: Benzo[b]selenophen-2(3H)-one by Selenolactonization

DOI: 10.1055/sos-SD-010-00348

Murphy, P. J.Science of Synthesis, (200110276.

Reaction of 2-[2-(methylselanyl)phenyl]acetic acid (27, R1=CO2H) sequentially with bromine and phosphinic acid yields benzo[b]selenophen-2(3H)-one (28) via demethylation and selenolactonization (Scheme 18).[‌44‌] The same product can be obtained from the corresponding nitrile, 2-[2-(methylselanyl)phenyl]acetonitrile (27, R1=CN); however, the yields are considerably lower.

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