Literature DB >> 22642678

Palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate.

Tsuyoshi Ueda1, Hideyuki Konishi, Kei Manabe.   

Abstract

Highly efficient palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate is reported. This procedure does not use carbon monoxide and affords one-carbon-elongated carboxylic acid phenyl esters in excellent yields. The reaction proceeds smoothly under mild conditions and tolerates a wide range of functional groups including aldehyde, ether, ketone, ester, and cyano groups. Furthermore, a variety of heteroaromatic bromides can be converted to the corresponding phenyl esters in high yields.

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Year:  2012        PMID: 22642678     DOI: 10.1021/ol301192s

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Synthesis of 4H-Benzo[e][1,3]oxazin-4-ones by a Carbonylation-Cyclization Domino Reaction of ortho-Halophenols and Cyanamide.

Authors:  Linda Åkerbladh; Shiao Y Chow; Luke R Odell; Mats Larhed
Journal:  ChemistryOpen       Date:  2017-08-16       Impact factor: 2.911

2.  Structural characterization of HypX responsible for CO biosynthesis in the maturation of NiFe-hydrogenase.

Authors:  Norifumi Muraki; Kentaro Ishii; Susumu Uchiyama; Satoru G Itoh; Hisashi Okumura; Shigetoshi Aono
Journal:  Commun Biol       Date:  2019-10-18

3.  A 16-step synthesis of the isoryanodane diterpene (+)-perseanol.

Authors:  Arthur Han; Yujia Tao; Sarah E Reisman
Journal:  Nature       Date:  2019-09-25       Impact factor: 49.962

4.  Enantioselective synthesis of quaternary 3,4-dihydroisoquinolinones via Heck carbonylation reactions: development and application to the synthesis of Minalrestat analogues.

Authors:  Cang Cheng; Bin Wan; Bo Zhou; Yichao Gu; Yanghui Zhang
Journal:  Chem Sci       Date:  2019-09-03       Impact factor: 9.825

5.  Ester dance reaction on the aromatic ring.

Authors:  Kaoru Matsushita; Ryosuke Takise; Kei Muto; Junichiro Yamaguchi
Journal:  Sci Adv       Date:  2020-07-08       Impact factor: 14.136

  5 in total

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