An Efficient Synthesis of 7,11-diarylspiro[5.5]undecane-1,9-dione by the Michael Condensation Under Ultrasound Irradiation in Aqueous and Organic Two Phase in the Presence of Phase-Transfer Catalyst

2008 ◽  
Vol 5 (7) ◽  
pp. 579-582 ◽  
Author(s):  
Ji-Tai Li ◽  
Xin-Li Zhai ◽  
Zhi-Ping Lin ◽  
Xiao-Hui Zhang
1984 ◽  
Vol 13 (5) ◽  
pp. 725-728 ◽  
Author(s):  
Takashi Ando ◽  
Takehiko Kawate ◽  
Junko Ichihara (nee Yamawaki) ◽  
Terukiyo Hanafusa

2016 ◽  
Vol 81 (1) ◽  
pp. 23-28
Author(s):  
Yu-Wen Li ◽  
Cui-Li Ma

4-(3,4-Dihydroxybenzoyloxymethyl)phenyl-O-?-D-glucopyranoside (DBPG, 1 ), a polyphenolic glycoside previously isolated from Oregano(Origanum vulgare L.) in 0.08% isolated yield, was synthesized in five chemical steps with 41.4% overall yield. First, 4-(hydroxymethylphenyl)-2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside 4 was obtained in 53.2% yield by selective glycosylation of 4-hydroxybenzyl alcohol 3 with 2,3,4,6-tetra-O-acetyl-?-D-glucopyranosyl bromide 2 in a mixture of chlorobenzene and aqueous CsOH using triethylbenzylammonium chloride (TEBAC) as a phase transfer catalyst. Then, this product was esterified with 3,4-diacetoxylbenzoyl chloride 7 to generate 4-(3,4-diacetoxybenzoyloxy-methyl) phenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside 8 in 95% yield. Finally, selectively global deacetylation of 8 was performed in a mixture of dibutyltin oxide and methanol under reflux to afford 1 in 94.8% yield.


2010 ◽  
Vol 63 (11) ◽  
pp. 1582 ◽  
Author(s):  
Tamás Patonay ◽  
Attila Vasas ◽  
Attila Kiss-Szikszai ◽  
Artur M. S. Silva ◽  
José A. S. Cavaleiro

The usefulness of the Heck reaction in the field of chromones has been demonstrated. Bromochromones with the halogen atom in their rings A and B were reacted with various terminal alkenes to give hitherto unknown alkenyl‐substituted chromones. Reactivity of the substrates was found to markedly depend on the position of the bromine atom. Under phosphine‐free conditions using a phase‐transfer catalyst additive (tetrabutylammonium bromide), shorter reaction periods and usually higher yields were obtained.


ChemInform ◽  
2010 ◽  
Vol 23 (5) ◽  
pp. no-no
Author(s):  
G. K. BISWAS ◽  
M. CHAKRABARTY ◽  
P. BHATTACHARYYA

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