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Assembly of Benzo[c][1,2]dithiol-3-ones via Acid-Promoted Denitrogenative Transannulation of Benzotriazinones.

An expedient synthesis of benzo[c][1,2]dithiol-3-ones via metal-free denitrogenative transannulation of benzotriazinones is developed, which represents the first example of acid-mediated heteroannulation of benzotriazinones. This newly discovered reactivity of benzotriazinones enables… Click to show full abstract

An expedient synthesis of benzo[c][1,2]dithiol-3-ones via metal-free denitrogenative transannulation of benzotriazinones is developed, which represents the first example of acid-mediated heteroannulation of benzotriazinones. This newly discovered reactivity of benzotriazinones enables the streamline synthesis of diverse benzo[c][1,2]dithiol-3-ones in decent yields by using sodium sulfide as the sulfur source under simple reaction conditions.

Keywords: ones via; denitrogenative transannulation; transannulation benzotriazinones; dithiol ones; benzo dithiol

Journal Title: Organic letters
Year Published: 2022

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