- Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates
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Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding
- Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy
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supporting information
p. 2578 - 2585
(2015/09/01)
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- Studies on pyrrolidinones. Reaction of pyroglutamic acid and vinylogues with aromatics in Eaton's reagent
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The optimization of the synthesis of 5-aryl-2-pyrrolidinones through decarbonylation of pyroglutamic acid in Eaton's reagent, in presence of aromatic derivatives, is described. The utilization of these reaction conditions in the arylation of enaminoester vinylogues (17, 24) of pyroglutamic acid was also realized, confirming that these derivatives are subject to decarbonylation? in the same way as the parent acid. Depending on the nature of the aromatic derivative (15, 21, 28, and 32), two different families of compounds were obtained. Many by-products were also formed, suggesting a utilization of this reaction for compounds more stable than the enaminoesters and enaminonitriles used in this study. The possibility of enaminoesters reacting with aromatics in bimolecular reactions to give enaminoketones should also be noted. Five synthesized compounds were evaluated for their antiproliferative activity on the NCI-60 cancer cell lines panel.
- Ghinet, Alina,Van Hijfte, Nathalie,Gautret, Philippe,Rigo, Beno?t,Oulyadi, Hassan,Rousseau, Jolanta
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experimental part
p. 1109 - 1116
(2012/02/15)
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- Mild cleavage of aryl mesylates: Methanesulfonate as potent protecting group for phenols
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A mild protocol for the chemoselective deprotection of aryl methanesulfonates is described. The transformation can be conducted on highly functionalized substrates and renders the methanesulfonate a useful, previously underutilized protecting group for phenols.
- Ritter, Tobias,Stanek, Kyrill,Larrosa, Igor,Carreira, Erick M.
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p. 1513 - 1514
(2007/10/03)
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- SYNTHESIS OF BENZODIOXANE PROSTACYCLIN ANALOGUE
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Benzodioxane prostacyclin analogue ((+/-)-1) was synthesized via stereocontrolled construction of cyclopentanobenzodioxane (17) (7,R2 = MOM) utilizing the Mitsunobu reaction, and subsequent introduction of the propenyl group into 17 by radical
- Mori, Sachio,Takechi, Shozo
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p. 1189 - 1193
(2007/10/02)
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