Literature DB >> 22653576

Pd-catalyzed cross-coupling of aryl carboxylic acids with propiophenones through a combination of decarboxylation and dehydrogenation.

Jun Zhou1, Ge Wu, Min Zhang, Xiaoming Jie, Weiping Su.   

Abstract

A Heck of a reaction: With a PCy(3)-supported Pd catalyst, aryl carboxylic acids cross-couple to saturated propiophenones through a combination of decarboxylation and dehydrogenation to give chalcones bearing a variety of functional groups in generally good yields (see scheme). Furthermore, a one-pot procedure, involving this reaction and a subsequent selective hydrogenative cyclization process, has been developed for the facile synthesis of quinoline derivatives from 2-nitrobenzoic acids.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22653576     DOI: 10.1002/chem.201200829

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

1.  Palladium-Catalyzed Aerobic Dehydrogenation of Cyclic Hydrocarbons for the Synthesis of Substituted Aromatics and Other Unsaturated Products.

Authors:  Andrei V Iosub; Shannon S Stahl
Journal:  ACS Catal       Date:  2016-10-24       Impact factor: 13.084

Review 2.  Chalcone: A Privileged Structure in Medicinal Chemistry.

Authors:  Chunlin Zhuang; Wen Zhang; Chunquan Sheng; Wannian Zhang; Chengguo Xing; Zhenyuan Miao
Journal:  Chem Rev       Date:  2017-05-10       Impact factor: 60.622

3.  Allyl-Palladium-Catalyzed Ketone Dehydrogenation Enables Telescoping with Enone α,β-Vicinal Difunctionalization.

Authors:  Yifeng Chen; David Huang; Yizhou Zhao; Timothy R Newhouse
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-13       Impact factor: 15.336

4.  Mild aromatic palladium-catalyzed protodecarboxylation: kinetic assessment of the decarboxylative palladation and the protodepalladation steps.

Authors:  Joshua S Dickstein; John M Curto; Osvaldo Gutierrez; Carol A Mulrooney; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

5.  Cu/TEMPO catalyzed dehydrogenative 1,3-dipolar cycloaddition in the synthesis of spirooxindoles as potential antidiabetic agents.

Authors:  Chitrala Teja; Spoorthy N Babu; Ayesha Noor; J Arul Daniel; S Asha Devi; Fazlur Rahman Nawaz Khan
Journal:  RSC Adv       Date:  2020-03-25       Impact factor: 4.036

Review 6.  Molecular targets and anticancer activity of quinoline-chalcone hybrids: literature review.

Authors:  Mamdouh F A Mohamed; Gamal El-Din A Abuo-Rahma
Journal:  RSC Adv       Date:  2020-08-21       Impact factor: 4.036

  6 in total

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