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Expeditious Access to the B 3 NO 2 Heterocycle Enabling Modular Derivatization.

Ryosuke TsutsumiNobuaki KashiwagiNaoya Kumagai
Published in: The Journal of organic chemistry (2023)
DATB (1,3-dioxa-5-aza-2,4,6-triborinane) is a unique six-membered heterocycle exhibiting proficient catalytic activity in direct dehydrative amidation. Reported herein is an improved synthetic protocol for DATB derivatives featuring a concise two-step chromatography-free process. Suzuki-Miyaura coupling assembled 2,6-dibromoaniline derivatives and 1,2-phenylenediboronic acid to afford dimeric B -spiroborate salts. Acidic untying of the spiroborates gave rise to the DATB ring system with various substituents.
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