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Three Step Synthesis of Fully and Differently Arylated Pyridines
Author(s) -
Arita Mao,
Yokoyama Soichi,
Asahara Haruyasu,
Nishiwaki Nagatoshi
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901663
Subject(s) - chemistry , enamine , terpyridine , ketone , reagent , combinatorial chemistry , catalysis , condensation , one step , organic chemistry , metal , chemical engineering , physics , thermodynamics , engineering
Condensation of β‐(2‐pyridyl)enamine and α,β‐unsaturated ketone in the presence of FeCl 3 under air afforded highly substituted pyridines. In this transformation, FeCl 3 acted as not only an acid catalyst but also an oxidant for the intermediate dihydropyridine. The substituents could be easily modified by altering the substrates to obtain tri‐ and tetraarylpyridines including bipyridines and terpyridine. Synthesis of differently substituted pentaarylpyridines was consequently achieved via only three steps from commercially available reagents with simple experimental manipulations.