Literature DB >> 15704926

Palladium pincer-complex catalyzed allylation of tosylimines by potassium trifluoro(allyl)borates.

Niclas Solin1, Olov A Wallner, Kálmán J Szabó.   

Abstract

Palladium pincer complex 1 catalyzes the reaction of trifluoro(allyl)borate 2 with a wide range of tosylimines (3) under mild and neutral reaction conditions. This catalytic transformation affords homoallylic amines (4) in good to excellent yield. Mechanistic studies suggest that a transmetalation reaction between complex 1 and the borate salt 2 provides an eta(1)-allylpalladium complex, which subsequently reacts with the imine substrate. [Reaction: see text]

Entities:  

Year:  2005        PMID： 15704926     DOI： 10.1021/ol0475010

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


  5 in total

1.  Allylic ethers as educts for Suzuki-Miyaura couplings in water at room temperature.

Authors:  Takashi Nishikata; Bruce H Lipshutz
Journal:  J Am Chem Soc       Date:  2009-09-02       Impact factor: 15.419

2.  Anionic four-electron donor-based palladacycles as catalysts for addition reactions of arylboronic acids with alpha,beta-unsaturated ketones, aldehydes, and alpha-ketoesters.

Authors:  Ping He; Yong Lu; Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

3.  Phosphinite- and phosphite-based Type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters, and aldimines.

Authors:  Ping He; Yong Lu; Qiao-Sheng Hu
Journal:  Tetrahedron Lett       Date:  2007-07-23       Impact factor: 2.415

4.  Palladacycles: Effective Catalysts for a Multicomponent Reaction with Allylpalladium(II)-Intermediates.

Authors:  Atsushi Shiota; Helena C Malinakova
Journal:  J Organomet Chem       Date:  2012-05-01       Impact factor: 2.369

5.  Iron(III)-Catalyzed Synthesis of 2-Alkyl Homoallyl Sulfonyl Amides: Antiproliferative Study and Reactivity Scope of Aza-Prins Cyclization.

Authors:  Rubén M Carballo; José M Padrón; Israel Fernández; Daniel A Cruz; Luana Grmuša; Víctor S Martín; Juan I Padrón
Journal:  J Org Chem       Date:  2022-08-03       Impact factor: 4.198
  5 in total

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