Literature DB >> 16839154

Phosphine-free cross-coupling reaction of arylboronic acids with carboxylic anhydrides or acyl chlorides in aqueous media.

Bingwei Xin1, Yuhong Zhang, Kai Cheng.   

Abstract

The palladium acetate-catalyzed coupling reaction of aryl boronic acid with carboxylic anhydride or acyl chloride was carried out smoothly in water in the presence of poly(ethylene glycol) (PEG) or 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]) to give high yields of ketones without the use of phosphine ligands. The Pd(OAc)2-H2O-[bmim][PF6] catalytic system can be recovered and reused eight times with high efficiency for both carboxylic anhydride and acyl chloride.

Entities:  

Mesh：

Substances：

Year:  2006        PMID： 16839154     DOI： 10.1021/jo060749d

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


  8 in total

1.  Ambient temperature synthesis of high enantiopurity N-protected peptidyl ketones by peptidyl thiol ester-boronic acid cross-coupling.

Authors:  Hao Yang; Hao Li; Rüdiger Wittenberg; Masahiro Egi; Wenwei Huang; Lanny S Liebeskind
Journal:  J Am Chem Soc       Date:  2007-02-07       Impact factor: 15.419

2.  A general solution for unstable boronic acids: slow-release cross-coupling from air-stable MIDA boronates.

Authors:  David M Knapp; Eric P Gillis; Martin D Burke
Journal:  J Am Chem Soc       Date:  2009-05-27       Impact factor: 15.419

3.  Gram-Scale Synthesis of Flavoring Ketones in One Pot via Alkylation-Decarboxylation on Benzylic Carbon Using a Commercial Solid Acid Catalyst.

Authors:  Dhanaji R Naikwadi; Krishnan Ravi; Amravati S Singh; Jacky H Advani; Ankush V Biradar
Journal:  ACS Omega       Date:  2020-06-11

4.  S(vi) in three-component sulfonamide synthesis: use of sulfuric chloride as a linchpin in palladium-catalyzed Suzuki-Miyaura coupling.

Authors:  Xuefeng Wang; Min Yang; Shengqing Ye; Yunyan Kuang; Jie Wu
Journal:  Chem Sci       Date:  2021-04-06       Impact factor: 9.825

5.  Suzuki-type cross-coupling of alkyl trifluoroborates with acid fluoride enabled by NHC/photoredox dual catalysis.

Authors:  Hua Huang; Qing-Song Dai; Hai-Jun Leng; Qing-Zhu Li; Si-Lin Yang; Ying-Mao Tao; Xiang Zhang; Ting Qi; Jun-Long Li
Journal:  Chem Sci       Date:  2022-01-21       Impact factor: 9.825

6.  Synthesis and characterization of cyclobutenedione-bithiophene π-conjugated polymers: acetal-protecting strategy for Kumada-Tamao-Corriu coupling polymerization between aryl bromide and Grignard reagents.

Authors:  Tomoyuki Ohishi; Takuma Sone; Kohei Oda; Akihiro Yokoyama
Journal:  RSC Adv       Date:  2019-12-11       Impact factor: 4.036

7.  Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance.

Authors:  Zhenzhu Hu; Yuhang Wang; Peng Ma; Xiaqian Wu; Jianhui Wang
Journal:  ACS Omega       Date:  2022-06-13

Review 8.  Suzuki-miyaura cross-coupling in acylation reactions, scope and recent developments.

Authors:  Marco Blangetti; Heléna Rosso; Cristina Prandi; Annamaria Deagostino; Paolo Venturello
Journal:  Molecules       Date:  2013-01-17       Impact factor: 4.411
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.