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BF 3 ⋅OEt 2 ‐Promoted Annulation for Substituted 2‐Arylpyridines as Potent UV Filters and Antibacterial Agents
Author(s) -
Sultana Sabera,
Maezono Shizuka Mei Bautista,
Akhtar Muhammad Saeed,
Shim JaeJin,
Wee YoungJung,
Kim Sung Hong,
Lee Yong Rok
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701137
Subject(s) - chemistry , annulation , acetonitrile , benzophenone , pyridine , combinatorial chemistry , ring (chemistry) , antibacterial activity , nucleophile , organic chemistry , medicinal chemistry , catalysis , bacteria , biology , genetics
A simple and efficient BF 3 ⋅OEt 2 mediated methodology for the construction of diverse 2‐phenylpyridines bearing benzophenone moieties from readily available 3‐formylchromones and phenylacetylenes in wet acetonitrile was developed. The nitrogen source for the pyridine construction was derived from acetonitrile. This one‐pot protocol proceeds via [3+2+1] annulation through cascade nucleophilic addition, hydrolysis, Michael‐type addition, ring opening, and elimination reactions. The synthesized compounds may have applications as UV filters and exhibit potent antibacterial activities.