Literature DB >> 29250639

Diverse ring opening of thietanes and other cyclic sulfides: an electrophilic aryne activation approach.

Tianyu Zheng1, Jiajing Tan, Rong Fan, Shuaisong Su, Binbin Liu, Chen Tan, Kun Xu.   

Abstract

Organosulfides are a common class of structure units in bioactive molecules and functional materials motivating continuous developments of efficient synthetic methods. Herein, we report an electrophilic aryne-activated ring opening protocol of one or two heteroatom containing saturated sulfur heterocycles. This three-component transformation proceeds under mild reaction conditions and displays exceptional generality of nucleophiles (C, O, S, N, and F centered nucleophiles), giving structurally diverse thioethers in good yields.

Entities:  

Year:  2018        PMID: 29250639     DOI: 10.1039/c7cc08553b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  KO t Bu-promoted oxidative dimerizations of 2-methylquinolines to 2-alkenyl bisquinolines with molecular oxygen.

Authors:  Zhen Wang; Jinjin Zhang; Jianxue Shi; Huiqiao Wang
Journal:  RSC Adv       Date:  2019-09-23       Impact factor: 4.036

2.  Reactivity of Vinyl Epoxides/Oxetanes/Cyclopropanes toward Arynes: Access to Functionalized Phenanthrenes.

Authors:  Jiupeng Liu; Shuo Tang; Mengyao Zhao; Jianing Huai; Jingya Yu; Jingjing Zhao; Pan Li
Journal:  ACS Omega       Date:  2021-12-15

3.  One-step synthesis of benzo[b]thiophenes by aryne reaction with alkynyl sulfides.

Authors:  Tsubasa Matsuzawa; Takamitsu Hosoya; Suguru Yoshida
Journal:  Chem Sci       Date:  2020-09-01       Impact factor: 9.825

  3 in total

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