Literature DB >> 28463003

Iridium-Catalyzed, Weakly Coordination-Assisted Ortho-Alkynylation of (Hetero)aromatic Carboxylic Acids without Cyclization.

Changpeng Chen1, Pei Liu1, Jinghua Tang1, Gongda Deng1, Xiaoming Zeng1,2.   

Abstract

It is reported a weakly coordination-assisted alkynylation of aryl and heteroaryl carboxylic acids with iridium catalysis. The reaction is catalyzed by [{Cp*IrCl2}2] complex without cyclization, forming ortho-alkynylated aryl and heteroaryl carboxylic acids, and features high functional group tolerance and broad substrate scope under an air atmosphere. 2-(Hetero)aryl-substituted acetic acids were amenable to the alkynylation by forming an unusual six-membered ring cycloiridiated intermediate.

Entities:  

Year:  2017        PMID: 28463003     DOI: 10.1021/acs.orglett.7b00581

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


  4 in total

Review 1.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

2.  Broad-Scope Rh-Catalyzed Inverse-Sonogashira Reaction Directed by Weakly Coordinating Groups.

Authors:  Eric Tan; Ophélie Quinonero; M Elena de Orbe; Antonio M Echavarren
Journal:  ACS Catal       Date:  2018-01-29       Impact factor: 13.084

3.  Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination.

Authors:  Eric Tan; Andrey I Konovalov; Gabriela A Fernández; Ruth Dorel; Antonio M Echavarren
Journal:  Org Lett       Date:  2017-10-04       Impact factor: 6.005

4.  Catalyst-Controlled Regiodivergent C-H Alkynylation of Thiophenes*.

Authors:  Arup Mondal; Manuel van Gemmeren
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-09       Impact factor: 16.823

  4 in total

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