4.3 Article

Iron-catalyzed benzylic addition of 2-methyl azaarenes to substituted trifluoromethyl ketones

Journal

SYNTHETIC COMMUNICATIONS
Volume 51, Issue 7, Pages 1076-1084

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2020.1867178

Keywords

Benzylic addition; C– H functionalization; iron-catalyzed; quinalidine; trifluoromethyl ketones

Funding

  1. National Institute of Education, Nanyang Technological University [RI 5/17 TYC]

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This paper demonstrated a new and economical methodology using Fe(ClO4)(2)center dot H2O as a catalyst for the direct C(sp(3))-H functionalization of 2-methyl azaarenes via addition to trifluoromethyl ketones. The use of Fe salts as a Lewis acid catalyst has shown great potential as an accessible, affordable, and effective catalyst for the reaction. Under mild, optimized conditions, an extensive range of 2-alkenylated azaarenes was produced with yields of up to 95%.
This paper demonstrated a new and economical methodology using Fe(ClO4)(2)center dot H2O as a catalyst for the direct C(sp(3))-H functionalization of 2-methyl azaarenes via addition to trifluoromethyl ketones. The use of Fe salts as a Lewis acid catalyst has shown great potential as an accessible, affordable, and effective catalyst for the reaction. Under mild, optimized conditions, an extensive range of 2-alkenylated azaarenes was produced with yields of up to 95%.

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