Literature DB >> 21370873

Lewis acid catalyzed benzylic C-H bond functionalization of azaarenes: addition to enones.

Hirotomo Komai1, Tatsuhiko Yoshino, Shigeki Matsunaga, Motomu Kanai.   

Abstract

A Lewis acid catalyzed benzylic C-H bond functionalization of alkyl-substituted azaarenes is described. Sc(OTf)(3) and Y(OTf)(3) promoted the direct addition of alkyl-substituted azaarenes and benzoxazole to enones and an α,β-unsaturated N-acylpyrrole. Products were obtained in 60-96% yield.

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Year:  2011        PMID： 21370873     DOI： 10.1021/ol200217y

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


  3 in total

1.  A highly site-selective radical sp3 C-H amination of azaheterocycles.

Authors:  Keith W Bentley; Krysta A Dummit; Jeffrey F Van Humbeck
Journal:  Chem Sci       Date:  2018-07-10       Impact factor: 9.825

2.  Pyridylic anions are soft nucleophiles in the palladium-catalyzed C(sp3)-H allylation of 4-alkylpyridines.

Authors:  Nour Wasfy; Faizan Rasheed; Raphaël Robidas; Isabelle Hunter; Jiaqi Shi; Brian Doan; Claude Y Legault; Dan Fishlock; Arturo Orellana
Journal:  Chem Sci       Date:  2020-12-10       Impact factor: 9.825

3.  Acetic Acid Promoted Redox Annulations with Dual C-H Functionalization.

Authors:  Zhengbo Zhu; Daniel Seidel
Journal:  Org Lett       Date:  2017-05-16       Impact factor: 6.005
  3 in total

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