Premium
Handy Protocols using Vinyl Nosylates in Suzuki–Miyaura Cross‐Coupling Reactions
Author(s) -
Dikova Anna,
Cheval Nicolas P.,
Blanc Aurélien,
Weibel JeanMarc,
Pale Patrick
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500682
Subject(s) - chemistry , ferrocene , coupling reaction , halide , aryl , coupling (piping) , combinatorial chemistry , polymer chemistry , organic chemistry , catalysis , electrochemistry , mechanical engineering , alkyl , electrode , engineering
Abstract Vinyl nosylates derived from 1,3‐dicarbonyl compounds could be engaged in Suzuki–Myaura cross coupling reactions with aryl‐, vinyl‐ and methylboronic acids or trifluoborate derivatives at room temperature in the presence of 2 mol% of [1,1′‐bis(diphenylphosphino)ferrocene]dichloropalladium(II) [PdCl 2 (dppf)]. One‐pot procedures have been set up for practical and efficient nosylation–cross‐coupling reactions. Nosylate, as a cheap novel pseudo‐halide, gives very stable compounds and is very efficient in Suzuki–Myaura cross coupling reactions (21 examples, 44–99%).