4.8 Article

Rhodium-Catalyzed Intramolecular Cyclization to Synthesize 2-Aminobenzofurans via Carbene Metathesis Reactions

Journal

ORGANIC LETTERS
Volume 25, Issue 12, Pages 2113-2117

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c00539

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Here, a new method for synthesizing 2-aminobenzofuran 3-enes through the C-S insertion reaction of alkyne-tethered diazo compounds is reported. Metal carbene, as an active synthetic intermediate, plays a crucial role in organic synthesis. By utilizing the carbene/alkyne metathesis strategy, a novel donor carbene is generated in situ as a key intermediate with distinct reactions from the donor receptor carbene.
Herein, we report a new method of synthesizing of 2-aminobenzofuran 3-enes via the formal C-S insertion reaction of alkyne-tethered diazo compounds. Metal carbene, as a kind of active synthetic intermediate, plays a very important role in organic synthesis. Through the carbene/alkyne metathesis strategy, a new donor carbene is produced in situ as a key intermediate, which has different reactions from the donor receptor carbene.

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