1-Aryltriazenes in the Suzuki, Heck, and Sonogashira Reactions in Imidazolium-ILs, with [BMIM(SO3H)][OTf] or Sc(OTf)3 as Promoter, and Pd(OAc)2 or NiCl2·glyme as Catalyst

Document Type

Article

Publication Date

9-22-2019

Abstract

1-Aryltriazenes, the protected and more stable form of aryl-diazonium species, can be conveniently unmasked with Brønsted acidic-IL or Sc(OTf)3 and coupled with a host of aryl/heteroaryl boronic acids, styrenes, and aryl/alkyl acetylenes in the Suzuki, Heck and Sonogashira reactions in one-pot and in respectable isolated yields, by using palladium or nickel catalyst in readily available imidazolium ILs as solvent, under mild conditions. The scope of these reactions are explored, and the potential for recovery/reuse of the IL solvent is also addressed.

Publication Title

European Journal of Organic Chemistry

Volume

2019

Issue

35

First Page

6088

Last Page

6093

Digital Object Identifier (DOI)

10.1002/ejoc.201901070

ISSN

1434193X

E-ISSN

10990690

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