Literature DB >> 25250817

I2/TBPB mediated oxidative reaction of N-tosylhydrazones with anilines: practical construction of 1,4-disubstituted 1,2,3-triazoles under metal-free and azide-free conditions.

Zhong-Jian Cai1, Xin-Mou Lu, You Zi, Chao Yang, Ling-Jie Shen, Jian Li, Shun-Yi Wang, Shun-Jun Ji.   

Abstract

An efficient I2 (20 mol %)/TBPB mediated oxidative formal [4 + 1] cycloaddition of N-tosylhydrazones with anilines via C-N/N-N bond formation and S-N cleavage has been developed. This protocol represents a simple, general, and efficient approach for the construction of 1,2,3-triazoles under metal-free and azide-free conditions by utilizing a catalytic amount of I2.

Entities:  

Year:  2014        PMID： 25250817     DOI： 10.1021/ol502431b

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


  8 in total

1.  Substituted 1,2,3-triazoles: a new class of nitrification inhibitors.

Authors:  Bethany I Taggert; Charlie Walker; Deli Chen; Uta Wille
Journal:  Sci Rep       Date:  2021-07-22       Impact factor: 4.379

2.  Iron-catalyzed carboazidation of alkenes and alkynes.

Authors:  Haigen Xiong; Nagarajan Ramkumar; Mong-Feng Chiou; Wujun Jian; Yajun Li; Ji-Hu Su; Xinhao Zhang; Hongli Bao
Journal:  Nat Commun       Date:  2019-01-10       Impact factor: 14.919

3.  B(C6F5)3-catalyzed dehydrogenative cyclization of N-tosylhydrazones and anilines via a Lewis adduct: a combined experimental and computational investigation.

Authors:  Murali Mohan Guru; Sriman De; Sayan Dutta; Debasis Koley; Biplab Maji
Journal:  Chem Sci       Date:  2019-07-05       Impact factor: 9.825

4.  Iodine-mediated C-N and N-N bond formation: a facile one-pot synthetic approach to 1,2,3-triazoles under metal-free and azide-free conditions.

Authors:  Geeta Sai Mani; Kavitha Donthiboina; Siddiq Pasha Shaik; Nagula Shankaraiah; Ahmed Kamal
Journal:  RSC Adv       Date:  2019-08-28       Impact factor: 4.036

Review 5.  Synthesis methods of 1,2,3-/1,2,4-triazoles: A review.

Authors:  Jinlian Dai; Sen Tian; Xueqing Yang; Zongliang Liu
Journal:  Front Chem       Date:  2022-09-26       Impact factor: 5.545

6.  [2 + 2 + 1] Cycloaddition of N-tosylhydrazones, tert-butyl nitrite and alkenes: a general and practical access to isoxazolines.

Authors:  Liang Ma; Feng Jin; Xionglve Cheng; Suyan Tao; Gangzhong Jiang; Xingxing Li; Jinwei Yang; Xiaoguang Bao; Xiaobing Wan
Journal:  Chem Sci       Date:  2021-06-22       Impact factor: 9.825

7.  Catalyst-free synthesis of 4-acyl-NH-1,2,3-triazoles by water-mediated cycloaddition reactions of enaminones and tosyl azide.

Authors:  Lu Yang; Yuwei Wu; Yiming Yang; Chengping Wen; Jie-Ping Wan
Journal:  Beilstein J Org Chem       Date:  2018-09-07       Impact factor: 2.883

8.  Revealing the Iron-Catalyzed β-Methyl Scission of tert-Butoxyl Radicals via the Mechanistic Studies of Carboazidation of Alkenes.

Authors:  Mong-Feng Chiou; Haigen Xiong; Yajun Li; Hongli Bao; Xinhao Zhang
Journal:  Molecules       Date:  2020-03-09       Impact factor: 4.411
  8 in total

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