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Synthesis of novel quinazoline non‐nucleosides analogues of the HIV drug emivirine
Author(s) -
ElBrollosy Nasser R.
Publication year - 2006
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.5570430604
Subject(s) - chemistry , quinazoline , drug , combinatorial chemistry , human immunodeficiency virus (hiv) , stereochemistry , pharmacology , virology , biology , medicine
Novel quinazoline non‐nucleosides analogues of Emivirine were described. Compounds 1a‐c were silylated and reacted with the appropriate chloroethers ( 2a‐c ) in the presence of CsI to give the corresponding non‐nucleosides 3a‐h and 4a‐h . Silylation of 1a‐c and treatment with bis(allyloxy)methanes ( 5a,b ) afforded the corresponding 1‐(allyloxymethyl)quinazolines 6a‐f. 1‐(Propargyloxymethyl)‐quinazolines 8a,b were obtained by treatment of the silylated 1a,b with bis(propargyloxy)methane ( 7 ) in the presence of TMS triflate.