3516-65-2Relevant articles and documents
A Rubrolide synthetic method of compound (by machine translation)
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Paragraph 0077; 0080, (2019/05/02)
The invention discloses a Rubrolide synthetic method of compound, comprises the following steps: (1) under the action of the phosphate, substituted phenylacetaldehydes and chloroacetic acid obtained through the reaction of intermediate 1; (2) the intermediate 1 with NaBH4 Reduction reaction, reduction reaction product is then purged acid dehydration reaction to obtain the intermediate 2; (3) under the action of alkali, the intermediate 2 and substituted benzene formaldehyde reflux reaction to obtain the target product. The present invention provides synthetic method of compound Rubrolide using substituted phenylacetaldehydes, glyoxalic acid, phosphoric acid, NaBH4 And concentrated sulfuric acid as the raw materials, raw materials are cheap, easy to obtain, the synthetic method is simple, mild reaction, compared with the traditional synthetic method, not only to avoid expensive raw materials and a noble metal catalyst, greatly reduces the production cost, and also avoids the harsh reaction conditions; and the mild reaction conditions, the operation is simple, friendly to the environment, the solvent is easily recovered, is suitable for industrial production. (by machine translation)
Palladium-catalyzed hydrodehalogenation of butenolides: An efficient and sustainable access to β-arylbutenolides
Karak, Milandip,Barbosa, Luiz C.A.,Maltha, Celia R.A.,Silva, Thiago M.,Boukouvalas, John
supporting information, p. 2830 - 2834 (2017/06/27)
Several α-unsubstituted β-arylbutenolides have been prepared in 69–92% yield by reductive dehalogenation of α-halo-β-arylbutenolides. The latter were assembled in a single-step from α,β-dihalobutenolides, which are accessible on a large-scale from biomass-derived furfural. Our dehalogenation protocol is illustrated by a new synthesis of the marine antibiotics rubrolide E and F, and 3″-bromorubrolide F.
Oxidative Cyclization of β,γ-Unsaturated Carboxylic Acids Using Hypervalent Iodine Reagents: An Efficient Synthesis of 4-Substituted Furan-2-ones
Kiyokawa, Kensuke,Takemoto, Kenta,Yahata, Shunsuke,Kojima, Takumi,Minakata, Satoshi
supporting information, p. 2907 - 2912 (2017/06/27)
The oxidative cyclization of β-substituted β,γ-unsaturated carboxylic acids using a hypervalent iodine reagent to provide 4-substituted furan-2-one products, is reported. In this cyclization, the use of a highly electrophilic PhI(OTf) 2, which is in situ prepared from PhI(OAc) 2 and Me 3 SiOTf, is crucial. Depending on the substitution pattern at the α-position of the substrates, furan-2(5 H)-ones or furan-2(3 H)-ones are produced. Thus, the present method offers a useful tool for accessing various types of 4-substituted furan-2-ones that are important structural motifs in the field of organic chemistry and medicinal chemistry.
