- Synthesis of 3,3′-Disubstituted Isobenzofuran-1(3H)-Ones via Cs0.5H2.5PW12O40-Catalyzed Difunctionalization of Carbonyls
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We reported a method for the synthesis of 3,3′-disubstituted isobenzofuran-1(3H)-ones via the carbonyl difunctionalization of 2-acylbenzoic acids. A range of nucleophiles was reacted with 2-acylbenzoic acids to furnish the functionalized isobenzofuran-1(3H)-ones with the factual yield range of 61–96%. The reaction uses Cs0.5H2.5PW12O40 as a catalyst and produces water as the sole by-product. Various functional groups could be introduced to the isobenzofuran-1(3H)-one skeletons via the C?P/C?N/C?O/C?C bond formation, which would provide opportunities for the synthesis of potential biologically active molecules. Based on the preliminary experiments, a plausible mechanism is proposed. (Figure presented.).
- Liu, Yu-Feng,Cao, Gang-Ming,Chen, Lei,Li, Ke,Lin, Xiao-Ling,Xu, Xin-Xin,Le, Zhang-Gao,Yang, Guo-Ping
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p. 1460 - 1464
(2022/03/31)
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- 2-(4-chlorophenylacetyl)benzoic acid synthesis process
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The invention discloses a 2-(4-chlorophenylacetyl)benzoic acid synthesis process, which comprises: adding p-chlorophenylacetic acid, phthalic anhydride and sodium acetate in a reaction kettle, rapidlyheating to a temperature of 240-250 DEG C, carrying out a stirring reaction, placing the reaction mixture into an opening heat-resistant container while hot, stirring while cooling, adding cold absolute alcohol, heating to dissolve the solid, filtering after cooling, washing with absolute alcohol, filtering, and drying; and adding the obtained solid to a solution formed from sodium hydroxide andwater, carrying out heating stirring reflux, cooling, adding water, diluting, acidifying with hydrochloric acid to achieve the pH value of 2-3, stirring, cooling, precipitating an oily material, filtering, drying to obtain a crude product, dissolving the crude product in acetone, filtering out the insoluble material, evaporating to remove the acetone, and re-crystallizing the remaining material byusing ethyl acetate to obtain the product.
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Paragraph 0010; 0011; 0012
(2018/06/16)
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- Catalytic enantioselective synthesis of chiral phthalides by efficient reductive cyclization of 2-acylarylcarboxylates under aqueous transfer hydrogenation conditions
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A new diamine ligand for asymmetric transfer hydrogenation (ATH) was discovered. The reductive cyclization of 2-acylarylcarboxylates was found to proceed highly stereoselective by the new Ru complex-catalyzed ATH and subsequent In situ lactonization under aqueous conditions. It enables efficient access to a wide variety of 3-substituted phthalides In enantiomerically pure form.
- Zhang, Bo,Xu, Ming-Hua,Lin, Guo-Qiang
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supporting information; experimental part
p. 4712 - 4715
(2009/12/08)
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