Literature DB >> 27406408

Recent Advances in the Synthesis of Heterocycles and Related Substances Based on α-Imino Rhodium Carbene Complexes Derived from N-Sulfonyl-1,2,3-triazoles.

Yu Jiang1, Run Sun2, Xiang-Ying Tang1, Min Shi1,2.   

Abstract

In recent years, α-imino rhodium carbene complexes derived by ring-opening of N-sulfonyl-1,2,3-triazoles have attracted much attention from organic chemists. Many transformations of these species have been reported that involve, in most cases, nucleophilic attack at the carbene center of the α-imino rhodium carbene, facilitating the synthesis of a wide range of novel and useful compounds, particularly heterocycles. This Minireview mainly focuses on advances in the transformation of N-sulfonyl-1,2,3-triazoles during the past two years.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  carbene ligands; heterocycles; nucleophilic attack; rhodium; synthetic methods

Year:  2016        PMID: 27406408     DOI: 10.1002/chem.201601703

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  13 in total

1.  Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines.

Authors:  John M Bennett; Jonathan D Shapiro; Krystina N Choinski; Yingbin Mei; Sky M Aulita; Giovanny M Dominguez; Max M Majireck
Journal:  J Vis Exp       Date:  2018-01-03       Impact factor: 1.355

2.  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

3.  Harnessing the β-Silicon Effect for Regioselective and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization by Donor/Acceptor Carbenes Derived from 1-Sulfonyl-1,2,3-triazoles.

Authors:  Zachary J Garlets; Huw M L Davies
Journal:  Org Lett       Date:  2018-04-11       Impact factor: 6.005

4.  Distal Allylic/Benzylic C-H Functionalization of Silyl Ethers Using Donor/Acceptor Rhodium(II) Carbenes.

Authors:  Janakiram Vaitla; Yannick T Boni; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-12       Impact factor: 15.336

5.  Polycyclic Indoline-Benzodiazepines through Electrophilic Additions of α-Imino Carbenes to Tröger Bases.

Authors:  Alessandro Bosmani; Alejandro Guarnieri-Ibáñez; Sébastien Goudedranche; Céline Besnard; Jérôme Lacour
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-14       Impact factor: 15.336

6.  Intramolecular azavinyl carbene-triggered rearrangement of furans.

Authors:  Anton S Makarov; Maxim G Uchuskin; A Stephen K Hashmi
Journal:  Chem Sci       Date:  2019-07-26       Impact factor: 9.825

7.  Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure.

Authors:  Guofeng Li; Man Zhao; Junqiu Xie; Ying Yao; Lingyun Mou; Xiaowei Zhang; Xiaomin Guo; Wangsheng Sun; Zheng Wang; Jiecheng Xu; Jianzhong Xue; Tao Hu; Ming Zhang; Min Li; Liang Hong
Journal:  Chem Sci       Date:  2020-03-13       Impact factor: 9.825

8.  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

9.  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

10.  Chemical Consequences of the Mechanical Bond: A Tandem Active Template-Rearrangement Reaction.

Authors:  Florian Modicom; Ellen M G Jamieson; Elise Rochette; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-14       Impact factor: 15.336

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