Literature DB >> 22372387

Palladium-catalyzed intramolecular hydroarylation of 4-benzofuranyl alkynoates. Approach to angelicin derivatives.

Tsugio Kitamura1, Kensuke Otsubo.   

Abstract

Intramolecular hydroarylation of 4-benzofuranyl alkynoates using Pd(OAc)(2) as catalyst took place selectively and efficiently, giving angular furocoumarin derivatives in high yields. The parent angelicin was obtained in 80% yield by this method. The starting 4-benzofuranyl alkynoates were easily accessible from readily available 4-hydroxybenzofurans and alkynoic acids.

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Year:  2012        PMID: 22372387     DOI: 10.1021/jo300021a

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Alkynoate synthesis through the vinylogous reactivity of rhodium(II) carbenoids.

Authors:  Damien Valette; Yajing Lian; John P Haydek; Kenneth I Hardcastle; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-16       Impact factor: 15.336

Review 2.  Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors:  Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal:  Top Curr Chem (Cham)       Date:  2021-01-05

3.  Catalytic coupling of arene C-H bonds and alkynes for the synthesis of coumarins: substrate scope and application to the development of neuroimaging agents.

Authors:  Paul A Vadola; Dalibor Sames
Journal:  J Org Chem       Date:  2012-07-06       Impact factor: 4.354

4.  Diversity-Oriented Synthesis of Natural-Product-like Libraries Containing a 3-Methylbenzofuran Moiety for the Discovery of New Chemical Elicitors.

Authors:  Xingrui He; Xia Chen; Songbo Lin; Xiaochang Mo; Pengyong Zhou; Zhihao Zhang; Yaoyao Lu; Yu Yang; Haining Gu; Zhicai Shang; Yonggen Lou; Jun Wu
Journal:  ChemistryOpen       Date:  2016-12-09       Impact factor: 2.911

5.  Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds.

Authors:  Soumitra Agasti; Soham Maity; Kalman J Szabo; Debabrata Maiti
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

  5 in total

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