Literature DB >> 24724575

Rhodium catalyzed direct arylation of α-diazoimines.

Dongari Yadagiri1, Pazhamalai Anbarasan.   

Abstract

An efficient rhodium catalyzed direct arylation of α-diazoimines, generated from readily accessible 1,2,3-triazole, has been accomplished for the synthesis of 2,2-diaryl enamides. The reaction involves the chemo- and regioselective insertion of rhodium azavinyl carbene into aromatic C(sp(2))-H bonds. Utility of the developed methodology was demonstrated in the synthesis of indole and tetrahydroisoquinoline frameworks.

Entities:  

Year:  2014        PMID: 24724575     DOI: 10.1021/ol500874p

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


  9 in total

1.  Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: a general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines.

Authors:  Yi Shi; Anton V Gulevich; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-21       Impact factor: 15.336

2.  Enantioselective Intermolecular C-H Functionalization of Allylic and Benzylic sp(3) C-H Bonds Using N-Sulfonyl-1,2,3-triazoles.

Authors:  Robert W Kubiak; Jeffrey D Mighion; Sidney M Wilkerson-Hill; Joshua S Alford; Tetsushi Yoshidomi; Huw M L Davies
Journal:  Org Lett       Date:  2016-06-22       Impact factor: 6.005

3.  Synthesis of [3a,7a]-Dihydroindoles by a Tandem Arene Cyclopropanation/3,5-Sigmatropic Rearrangement Reaction.

Authors:  Sidney M Wilkerson-Hill; Brandon E Haines; Djamaladdin G Musaev; Huw M L Davies
Journal:  J Org Chem       Date:  2018-06-25       Impact factor: 4.354

4.  Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives.

Authors:  Chunchen Yuan; Lei Zhu; Changpeng Chen; Xiaolan Chen; Yong Yang; Yu Lan; Yingsheng Zhao
Journal:  Nat Commun       Date:  2018-03-22       Impact factor: 14.919

5.  Light-induced metal-free transformations of unactivated pyridotriazoles.

Authors:  Ziyan Zhang; Dongari Yadagiri; Vladimir Gevorgyan
Journal:  Chem Sci       Date:  2019-07-25       Impact factor: 9.825

6.  Regiodivergent synthesis of pyrazino-indolines vs. triazocines via α-imino carbenes addition to imidazolidines.

Authors:  Alejandro Guarnieri-Ibáñez; Adiran de Aguirre; Céline Besnard; Amalia I Poblador-Bahamonde; Jérôme Lacour
Journal:  Chem Sci       Date:  2020-11-23       Impact factor: 9.825

7.  Diversity-oriented synthesis of heterocycles and macrocycles by controlled reactions of oxetanes with α-iminocarbenes.

Authors:  Alejandro Guarnieri-Ibáñez; Florian Medina; Céline Besnard; Sarah L Kidd; David R Spring; Jérôme Lacour
Journal:  Chem Sci       Date:  2017-06-12       Impact factor: 9.825

8.  Tandem 1,2-sulfur migration and (aza)-Diels-Alder reaction of β-thio-α-diazoimines: rhodium catalyzed synthesis of (fused)-polyhydropyridines, and cyclohexenes.

Authors:  Dongari Yadagiri; Pazhamalai Anbarasan
Journal:  Chem Sci       Date:  2015-07-10       Impact factor: 9.825

9.  Rhodium catalyzed diastereoselective synthesis of 2,2,3,3-tetrasubstituted indolines from N-sulfonyl-1,2,3-triazoles and ortho-vinylanilines.

Authors:  Dongari Yadagiri; Angula Chandra Shekar Reddy; Pazhamalai Anbarasan
Journal:  Chem Sci       Date:  2016-05-24       Impact factor: 9.825

  9 in total

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