120467-68-7Relevant academic research and scientific papers
Fe(ClO4)3·×H2O-Catalyzed direct C-C bond forming reactions between secondary benzylic alcohols with different types of nucleophiles
Thirupathi, Ponnaboina,Kim, Sung Soo
experimental part, p. 2995 - 3003 (2010/06/14)
Fe(ClO4)3·×H2O as a highly effective catalyst for benzylation of 1,3-dikones, β-ketoesters, 1,3-diesters, electron-rich arenes and heteroarenes and 4-hydroxycoumarin with various benzylic alcohols is described. The usefulness of this procedure is shown by a synthesis of bis-symmetrical triarylmethanes and one step synthesis of an anti-coagulant compound 4-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-yl)-2H-chromen-2-one (Coumatetralyl (B)). The advantages of this protocol are broad scope, mild conditions, use of inexpensive catalyst and simplicity of operation since water is the only side product.
SYNTHESIS OF JUVABIONE ANALOGUES
Mane, Ramchandra B.,Desai, Uday V.,Hebbalkar, Geeta D.
, p. 646 - 657 (2007/10/02)
Alkylation of various β-ketoesters IIIa-d with bis(p-methoxycarbonylphenyl)bromomethane (II) and bis(p-chlorophenyl)bromomethane (VI) followed by cleavage of ethoxycarbonyl group or hydrolysis and esterification gave methoxycarbonylphenyl and chlorophenyl analogues of ar-juvabione, respectively.Condensation of bis(p-methoxycarbonylphenyl)methanol (IX) with isovaleryl and trichloroacetyl chloride gave isovalerate X and trichloroacetate XI, respectively, while the condensation of bis(p-chlorophenyl)methanol (XII) with isovaleryl chloride and citronellyl bromide yieldedisovalerate XIII and citronellyl ether XIV, respectively.The methoxycarbonylation of aryl-alkyl ketones XVa-d with oxalyl chloride and treatment with methanol furnished various ar-juvabione analogues XVIa-d.The compounds Vb, Vc, Vd, XVIb, and XVIc showed high activity against Dysdercus koenigii at 1μg concentration.
