Literature DB >> 15987183

Transformation of carbonates into sulfones at the benzylic position via palladium-catalyzed benzylic substitution.

Ryoichi Kuwano1, Yutaka Kondo, Tsuyoshi Shirahama.   

Abstract

[reaction: see text] The nucleophilic substitution of benzylic carbonates with sodium arenesulfinates was catalyzed by the palladium complex generated in situ from [Pd(eta(3)-C(3)H(5))Cl](2) and DPEphos [bis(2-diphenylphosphinophenyl)ether]. The catalytic reaction proceeded in DMSO at 80 degrees C and gave a variety of benzylic sulfones in high yields.

Entities:  

Year:  2005        PMID： 15987183     DOI： 10.1021/ol0509787

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


  6 in total

Review 1.  Transition metal-catalyzed decarboxylative allylation and benzylation reactions.

Authors:  Jimmie D Weaver; Antonio Recio; Alexander J Grenning; Jon A Tunge
Journal:  Chem Rev       Date:  2011-01-14       Impact factor: 60.622

2.  Decarboxylative benzylations of alkynes and ketones.

Authors:  Robert R P Torregrosa; Yamuna Ariyarathna; Kalicharan Chattopadhyay; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2010-07-14       Impact factor: 15.419

Review 3.  Synthesis and applications of sodium sulfinates (RSO2Na): a powerful building block for the synthesis of organosulfur compounds.

Authors:  Raju Jannapu Reddy; Arram Haritha Kumari
Journal:  RSC Adv       Date:  2021-03-01       Impact factor: 3.361

4.  Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates.

Authors:  Kalicharan Cattopadhyay; Antonio Recio; Jon A Tunge
Journal:  Org Biomol Chem       Date:  2012-07-25       Impact factor: 3.876

5.  Palladium-catalyzed substitution of (coumarinyl)methyl acetates with C-, N-, and S-nucleophiles.

Authors:  Kalicharan Chattopadhyay; Erik Fenster; Alexander J Grenning; Jon A Tunge
Journal:  Beilstein J Org Chem       Date:  2012-07-27       Impact factor: 2.883

6.  Palladium-catalyzed Tsuji-Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles.

Authors:  Antonio Arcadi; Giancarlo Fabrizi; Andrea Fochetti; Francesca Ghirga; Antonella Goggiamani; Antonia Iazzetti; Federico Marrone; Giulia Mazzoccanti; Andrea Serraiocco
Journal:  RSC Adv       Date:  2021-01-04       Impact factor: 3.361
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.