Literature DB >> 25723782

Ru(II)-catalyzed oxidative spiroannulation of 2-arylphenols with alkynes via a C-H activation/dearomatization strategy.

Zhijun Zuo, Xin Yang, Jingjing Liu, Jiang Nan, Lu Bai, Yaoyu Wang, Xinjun Luan.   

Abstract

An intermolecular spiroannulation reaction of appropriately substituted 2-arylphenols with internal alkynes has been developed by using a Ru(II) catalyst and an oxidant. This transformation was realized by a phenol-directed C-H activation, migratory insertion of the alkyne, and subsequent dearomatization of the phenolic ring, providing a broad range of highly functionalized spirocyclic compounds in moderate yields with high regioselectivity.

Entities:  

Year:  2015        PMID: 25723782     DOI: 10.1021/acs.joc.5b00316

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Enantioselective Synthesis of Spiroindenes by Enol-Directed Rhodium(III)-Catalyzed C-H Functionalization and Spiroannulation.

Authors:  Suresh Reddy Chidipudi; David J Burns; Imtiaz Khan; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-25       Impact factor: 15.336

2.  Palladium(II)-Catalyzed Annulation between ortho-Alkenylphenols and Allenes. Key Role of the Metal Geometry in Determining the Reaction Outcome.

Authors:  Noelia Casanova; Karina P Del Rio; Rebeca García-Fandiño; José L Mascareñas; Moisés Gulías
Journal:  ACS Catal       Date:  2016-04-14       Impact factor: 13.084

Review 3.  Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

Authors:  Fateh V Singh; Priyanka B Kole; Saeesh R Mangaonkar; Samata E Shetgaonkar
Journal:  Beilstein J Org Chem       Date:  2018-07-17       Impact factor: 2.883

4.  Electrooxidative palladium- and enantioselective rhodium-catalyzed [3 + 2] spiroannulations.

Authors:  Wen Wei; Alexej Scheremetjew; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-02-10       Impact factor: 9.825

  4 in total

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