1609-93-4Relevant articles and documents
One-pot Synthesis of α,β-Butenolides from Methyl (Z)-3-Chloroacrylate
Barluenga, Jose,Fernandez, Jose R.,Yus, Miguel
, p. 183 - 184 (1986)
A one-pot synthesis of 4,4-disubstituted α,β-butenolides from methyl (Z)-3-chloroacrylate by successive addition of a Grignard reagent, lithiation, and carbonation is described.
Hydrochlorination of 2,3-acetylenic acids with thionyl chloride in dimethylformamide
Urdaneta, Neudo A.,Herrera, Julio C.,Salazar, Jose,Lopez, Simon E.
, p. 3003 - 3009 (2002)
The reaction of 2,3-acetylenic acids (1a-d) with thionyl chloride in DMF under mild conditions gave E,Z-3-chloro-2-alkenoic acids (2a-d) or esters (3a-d) depending on treating the reaction mixture with either water or alcohols.
FUSED PYRIMIDINE COMPOUNDS, COMPOSITIONS AND MEDICINAL APPLICATIONS THEREOF
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Paragraph 0282, (2021/04/02)
The present disclosure relates to a class of fused pyrimidine compounds of Formula I, their stereoisomers, tautomers, pharmaceutically acceptable salts, polymorphs, solvates, and hydrates thereof. The present disclosure also relates to a process of preparation of these fused pyrimidine compounds, and to pharmaceutical compositions containing them.
QUINAZOLINE DERIVATIVE, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION AND APPLICATION THEREOF
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Paragraph 0278; 0279, (2017/07/14)
Disclosed are a quinazoline derivative, a preparation method therefor, and a pharmaceutical composition and an application thereof. The present invention provides a compound represented by general formula I, a stereoisomer thereof and a pharmaceutical acceptable salt or a solvate thereof. The quinazoline derivative of the present invention has a unique chemical structure, is characterized by irreversibly inhibiting EGFR tyrosine kinase, has high biological activity, apparently improves the inhibiting effect on the EGFR tyrosine kinase, has quite strong tumor inhibiting effect on tumor cells and a transplantation tumor pathological model of animal tumors, and has good market developing prospects.
A general access to optically pure epoxypolyynes: Asymmetric synthesis of antifeedant natural products
Grandjean,Pale,Chuche
, p. 5225 - 5236 (2007/10/02)
A general asymmetric approach toward cis-epoxypolyynes is described using optically pure (2R, 3S)-5-bromo-2,3-epoxy-4-pentyn-1-ol 1a as the key intermediate. From this intermediate, the synthesis of 2 epoxy polyyne natural products was carried out in 6 steps with a 42% overall yield.
A Novel Regio- and Stereospecific Hydrohalogenation Reaction of 2-Propynoic Acid and Its Derivatives
Ma, Shengming,Lu, Xiyan,Li, Zhigang
, p. 709 - 713 (2007/10/02)
2-Propynoic acid and its derivatives are hydrohalogenated regio- and stereospecifically by reaction with lithium halides in acetic acid, or preferably with 1 equiv of acetic acid in refluxing CH3CN, to afford the thermodynamically unfavorable (Z)-3-halopropenoic acids and their derivatives as sole products.A rationale for the regio- and stereospecifity is briefly discussed.
A Novel Stereospecific Hydrohalogenation Reaction of Propiolates and Propiolic Acid
Ma, Shengming,Lu, Xiyan
, p. 1643 - 1644 (2007/10/02)
(Z)-3-Halo-propenoates or -propenoic acids have been synthesized stereospecifically by the reaction of lithium halides in acetic acid with propiolates or propiolic acid, respectively.
1-VINYL-4-METHYL-2,6,7-TRIOXABICYCLOOCTANES: UNSATURATED HOMOENOLATE ANION EQUIVALENTS
Richardson, Stewart K.,Jeganathan, Alwarsamy,Watt, David S.
, p. 2335 - 2338 (2007/10/02)
The metalation of (E)-1-(2-chlorovinyl)- or (E)-1-(2-bromovinyl)-4-methyl-2,6,7-trioxabicyclooctane with tert-butyllithium produced an unsaturated homoenolate anion equivalent which intercepted alkylhalides, aldehydes, ketones, and lactones to afford β-alkylated or β-acylated orthoesters, which, in turn, furnished β-substituted acrylate esters.
(Z)- AND (E)-γ-OXIDO FUNCTIONALIZED sp2-HYBRIDIZED ORGANOLITHIUM COMPOUNDS. PREPARATION AND SYNTHETIC APPLICATIONS.
Barluenga, Jose,Fernandez, Jose R.,Yus, Miguel
, p. 2401 - 2415 (2007/10/02)
The reaction of methyl (Z)-3-chloroacrylate (6) with a Grignard reagent and further lithiation with lithium powder led to the (Z)-intermediates (7), which by reaction with deuterium oxide or dimethyl disulfide led to the corresponding deuterio or methylthio derivatives (8)-(12) with a Z configuration; the treatment of the intermediate (7) with N,N-dimethylformamide yielded the cyclic hemiacetal (13), and in the reaction with carbon dioxide or ethyl chloroformate the corresponding α,β-butenolides (14)-(18) were isolated.Starting from (E)-2-chlorovinyl isopropyl ketone (19) the corresponding (E)-intermediate (20) was prepared by the same procedure; the in situ reaction of this dianion with different electrophiles (deuterium oxide, carbon dioxide, N,N-dimethylformamide, and isobutyraldehyde) led to the expected bifunctionalized compounds (21)-(25) with an E configuration.
