Literature DB >> 23020164

Trichlorophenyl formate: highly reactive and easily accessible crystalline CO surrogate for palladium-catalyzed carbonylation of aryl/alkenyl halides and triflates.

Tsuyoshi Ueda1, Hideyuki Konishi, Kei Manabe.   

Abstract

The high utility of 2,4,6-trichlorophenyl formate, a highly reactive and easily accessible crystalline CO surrogate, is demonstrated. The decarbonylation with NEt(3) to generate CO proceeded rapidly at rt, thereby allowing external-CO-free Pd-catalyzed carbonylation of aryl/alkenyl halides and triflates. The high reactivity of the CO surrogate enabled carbonylation at rt and significantly reduced the quantities of formate to near-stoichiometric levels. The obtained trichlorophenyl esters can be readily converted to a variety of carboxylic acid derivatives in high yields.

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Year:  2012        PMID: 23020164     DOI: 10.1021/ol302593z

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


  7 in total

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2.  Systematic Modification of Zingerone Reveals Structural Requirements for Attraction of Jarvis's Fruit Fly.

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5.  Palladium catalyzed synthesis of indolizines via the carbonylative coupling of bromopyridines, imines and alkynes.

Authors:  Sébastien A Roy; José Zgheib; Cuihan Zhou; Bruce A Arndtsen
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Journal:  Molecules       Date:  2021-06-26       Impact factor: 4.411

7.  A flexible approach to Pd-catalyzed carbonylations via aroyl dimethylaminopyridinium salts.

Authors:  Jeffrey S Quesnel; Alexander Fabrikant; Bruce A Arndtsen
Journal:  Chem Sci       Date:  2015-09-30       Impact factor: 9.825

  7 in total

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