Synthesis of Substituted Coumarins via Bronsted Acid Mediated Condensation of Allenes with Substituted Phenols or Anisoles

  • Kim, Sundae
  • Kang, Dongjin
  • Lee, Chang-Hee
  • Lee, Phil Ho
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초록

Coumarins were obtained from the condensation of electron-rich arenes with allenes in the presence of TfOH in good yield. Depending on the substituent pattern of allenes employed, the general synthetic method of 4-substituted and 3,4-disubstituted 3-arylcoumarins has been developed. Readily available allenes were employed as the three-carbon atom sources constituting the coumarin skeleton.

키워드

CROSS-COUPLING REACTIONSCATALYZED INTRAMOLECULAR HYDROARYLATIONETHYL 2-ARYL 2,3-ALKADIENOATESONE-POT3,4-DISUBSTITUTED COUMARINSEFFICIENT ROUTECARBONYLATIVE ANNULATION4-SUBSTITUTED COUMARINSPECHMANN CONDENSATIONINTERNAL ALKYNES
제목
Synthesis of Substituted Coumarins via Bronsted Acid Mediated Condensation of Allenes with Substituted Phenols or Anisoles
저자
Kim, SundaeKang, DongjinLee, Chang-HeeLee, Phil Ho
DOI
10.1021/jo301086k
발행일
2012-08-03
유형
Article
저널명
The Journal of Organic Chemistry
77
15
페이지
6530 ~ 6537