Literature DB >> 25686408

Rhodium-catalyzed dehydrogenative coupling of phenylheteroarenes with alkynes or alkenes.

Tomonori Iitsuka1, Koji Hirano, Tetsuya Satoh, Masahiro Miura.   

Abstract

Benzo-fused tri- to heptacyclic heteroarenes were effectively constructed by the rhodium-catalyzed dehydrogenative coupling of phenylheteroarenes with alkynes. Using alkenes as coupling partners, dehydrogenative alkenylation took place selectively on the phenyl moiety of phenylheteroarenes. Several experiments with deuterium-labeled substrates indicated that double C-H bond cleavages take place even in the reaction with alkenes.

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Year:  2015        PMID： 25686408     DOI： 10.1021/acs.joc.5b00155

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Annulation of Hydrazones and Alkynes via Rhodium(III)-Catalyzed Dual C-H Activation: Synthesis of Pyrrolopyridazines and Azolopyridazines.

Authors:  Andrew D Streit; Adam J Zoll; Gia L Hoang; Jonathan A Ellman
Journal:  Org Lett       Date:  2020-01-24       Impact factor: 6.005

2.  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.  RhI/RhIII catalyst-controlled divergent aryl/heteroaryl C-H bond functionalization of picolinamides with alkynes.

Authors:  Ángel Manu Martínez; Javier Echavarren; Inés Alonso; Nuria Rodríguez; Ramón Gómez Arrayás; Juan C Carretero
Journal:  Chem Sci       Date:  2015-06-29       Impact factor: 9.825
  3 in total

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