Literature DB >> 29547287

Synthesis of (2 H)-Indazoles through Rh(III)-Catalyzed Annulation Reaction of Azobenzenes with Sulfoxonium Ylides.

Hyunjung Oh1, Sangil Han1, Ashok Kumar Pandey1, Sang Hoon Han1, Neeraj Kumar Mishra1, Saegun Kim1, Rina Chun1, Hyung Sik Kim1, Jihye Park1, In Su Kim1.   

Abstract

The rhodium(III)-catalyzed C-H functionalization followed by intramolecular annulation reactions between azobenzenes and sulfoxonium ylides is described. This protocol leads to the efficient formation of 3-acyl (2 H)-indazoles with a range of substrate scope. A high level of chemoselectivity and functional group tolerance of this transformation were also observed.

Entities:  

Year:  2018        PMID： 29547287     DOI： 10.1021/acs.joc.8b00501

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


  6 in total

1.  Three-Component Coupling of Aldehydes, Aminopyrazoles, and Sulfoxonium Ylides via Rhodium(III)-Catalyzed Imidoyl C-H Activation: Synthesis of Pyrazolo[1,5- a]pyrimidines.

Authors:  Gia L Hoang; Andrew D Streit; Jonathan A Ellman
Journal:  J Org Chem       Date:  2018-12-10       Impact factor: 4.354

2.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

3.  Oxidative cross-dehydrogenative coupling (CDC) via C(sp2)-H bond functionalization: tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes.

Authors:  Richa Sharma; Lalit Yadav; Ravi Kant Yadav; Sandeep Chaudhary
Journal:  RSC Adv       Date:  2021-04-15       Impact factor: 3.361

Review 4.  Recent Strategies in Transition-Metal-Catalyzed Sequential C-H Activation/Annulation for One-Step Construction of Functionalized Indazole Derivatives.

Authors:  Pezhman Shiri; Atefeh Roosta; Wim Dehaen; Ali Mohammad Amani
Journal:  Molecules       Date:  2022-08-03       Impact factor: 4.927

Review 5.  Recent Advances in Indazole-Containing Derivatives: Synthesis and Biological Perspectives.

Authors:  Shu-Guang Zhang; Chao-Gen Liang; Wei-Hua Zhang
Journal:  Molecules       Date:  2018-10-26       Impact factor: 4.411

6.  Chemospecific Cyclizations of α-Carbonyl Sulfoxonium Ylides on Aryls and Heteroaryls.

Authors:  Daniel Clare; Benjamin C Dobson; Phillip A Inglesby; Christophe Aïssa
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-24       Impact factor: 15.336
  6 in total

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