Literature DB >> 28345711

Metal-free synthesis of 2-aminonaphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles.

Ze-Feng Xu1, Xing Yu, Dongdong Yang, Chuan-Ying Li.   

Abstract

A facile metal-free synthesis of naphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles was realized. The in situ formed ketenimine was proposed as the key intermediate, and the desired 2-aminonaphthalenes were generated in up to 87% yield in refluxing 1,2-dichloroethane without any catalyst or additive.

Entities:  

Year:  2017        PMID: 28345711     DOI: 10.1039/c7ob00637c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  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

2.  A facile metal-free one-pot synthesis of 3-aminoisoquinolines by intramolecular transannulation of 1-sulfonyl-4-(2-aminomethylphenyl)-1,2,3-triazoles.

Authors:  Hai Shang; Ling-Yu Li; Yu Tian; Hong-Mei Jia; Zhong-Mei Zou
Journal:  RSC Adv       Date:  2020-10-28       Impact factor: 4.036

  2 in total

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