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Abstract The direct synthesis of α‐sulfonyl ketones was accomplished by a multicomponent reaction of styrene derivatives, anilines,t‐butyl nitrite, 1,4‐diazabicyclo[2.2.2]octane‐sulfur dioxide (DABSO), and oxygen catalyzed by salicylic acid. The aryl radicals generated from aniline derivatives andt‐butyl nitrite under the catalysis of salicylic acid was sulfonylated by DABSO to generate the arylsulfonyl radicals, which reacted further with styrenes, and then oxidized by oxygen to give the title compounds. Under the optimized conditions, the title compounds were obtained in good yields at ambient temperature within 1.5–2 h.
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Methodology to Control the Regioselective Installation of a Carboxylic Acid for the Synthesis of 2,3‐Diarylpropionic Acids
Abstract A stepwise copper‐catalyzed boracarboxylation then palladium‐catalyzed Suzuki‐Miyaura cross‐coupling methodology was developed to access 2,3‐diarylpropionic acid derivatives regioselectively by pre‐setting the position of the carboxylic acid in the boracarboxylation reaction. This method provides access to a wide range of aryl and heteroaryl products in up to 80% isolated yield. Pharmaceutical potential was demonstrated by synthesizing a glucagon receptor antagonist drug in three steps (31% overall yield) from commercially available 4‐tert‐butylstyrene.
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- PAR ID:
- 10577080
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Advanced Synthesis & Catalysis
- Volume:
- 367
- Issue:
- 4
- ISSN:
- 1615-4150
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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