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An expedient synthesis of an isofervenulin analogue
Author(s) -
Bach Andrew,
Jiang Xinglong,
Mckenna Joseph,
Prasad Kapa,
Repic Oljan,
Shieh WenChung
Publication year - 2004
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570410427
Subject(s) - chemistry , yield (engineering) , electrophile , trimethylsilyl , nucleophile , condensation , urea , combinatorial chemistry , chloride , organic chemistry , nucleophilic substitution , catalysis , materials science , physics , metallurgy , thermodynamics
An efficient approach has been developed for the synthesis of an isofervenulin analogue 1 employing a one‐pot condensation‐substitution reaction of a chlorocarboethoxytriazine (electrophile) with a urea (nucleophile). The resulting cyclization reaction resulted in the synthesis of a pyrimido‐heterocycle in good yield in either acidic or basic media. The former was assisted by utilizing trimethylsilyl chloride.