(乙氧基羰基甲基)二甲基溴化硫鎓 反应生成 (甲硫基)乙酸乙酯 参考文献:Cyclopropanes From Reactions Of Ethyl Dimethylsulfuranylideneacetate With .Alpha.,.Beta.-Unsaturated Compounds 标题:Cyclopropanes From Reactions Of Ethyl Dimethylsulfuranylideneacetate With .Alpha.,.Beta.-Unsaturated Compounds 摘要: DOI:10.1021/jo01286A017
专利号:US-4459420-A 优先权日:1982-05-17 标题 :Pyrogallol synthesis of anti-atherogenic furochromones 发明人:GAMMILL RONALD B 权利人:UPJOHN CO 摘要:The present invention provides a total synthesis of known intermediates useful in the synthesis of khellin and antiatherosclerotic analogs thereof from pyrogallol. Pyrogallol is converted to 3,6,7-benzofurantriol triacetate using zinc chloride and chloracetanitrile, then catalytically reduced and deactoxylated at the 3 position to yield the corresponding 2,3-dihydrofuran. This substance is subjected to a Fries rearrangement to the corresponding diol, the phenolic hydroxyl group of which is then selectively alkylated. This yields 6-hydroxy-7-alkoxy-5-benzofuranyl methyl ketone, a known intermediate for the production of 4-desmethoxy khellin and analogs thereof. This compound is then selectively alkoxylated at the 4 position using lead tetraacetate or thallium (III) nitrate in an alkanol solvent to yield known chemical intermediates in the preparation of khellin and analogs thereof.
专利号:US-4434296-A 优先权日:1982-05-17 标 题:Process for preparing intermediates for antiatherosclerotic compounds 发明人:GAMMILL RONALD B 权利人:UPJOHN CO 摘要:The present specification provides a total synthesis of known intermediates useful in the synthesis of khellin and antiatherosclerotic analogs thereof. 3-Furoic acid is treated with succinic anhydride and diesterified to 3-carboxy-δ-oxo-2-furanbutanoic acid bis (alkyl ester). Following amination, cyclization and bis methylation, 6-formyl-4,7-dimethoxy-5-benzofurancarboxcyclic acid alkyl ester is prepared. This compound is then converted to known intermediates in the synthesis of khellin and analogs. Further, the present invention provides numerous novel anti-atherosclerotic 4,9-di-(C 2 -C 4 )-alkoxyfurochromones.
专利号:US-RE29882-E 优先权日:1973-04-27 标题 :Synthesis of oxindoles from anilines and intermediates therein 摘要:Preparing oxindoles and intermediates therefor by reacting an N-haloaniline with β-thio ester or β-thio amides to form an azasulfonium halide, reacting the azasulfonium halide with a base to form an ortho[thio-ether (hydrocarbonoxycarbonyl) alkyl]aniline, or a [thio-ether (aminocarbonyl) alkyl]aniline, reacting the ortho-substituted aniline with an acid to form a 3-thio-ether-2-oxindole, and then reducing the 3-thio-ether-2-oxindole with Raney Nickel to form the 2-oxindole.
专利号:US-5688962-A 优先权日:1995-05-26 标题:Cyclization process for making oxazolikinones 发明人:COX JOHN MICHAEL; PEARSON DAVID PHILIP JOHN; KOZAKIEWICZ ANTHONY MARIAN; MOORE RICHARD BUTLER; MITCHELL GLYNN; LANGTON DAVID WILLIAM; ELLIS RUSSELL 权利人:ZENECA LTD 摘要:A process for the synthesis of a compound of general formula II: ##STR1## wherein: R 2 and R 3 are each independently hydrogen or C 1 -C 4 alkyl; n A is an aromatic or heteroaromatic ring system optionally substituted with one or more substituents as defined herein; and in which any ring nitrogen atom may be quaternised or oxidised; n alternatively, any two substituents of the group A may combine to form a fused 5- or 6-membered saturated or partially saturated carbocyclic or heterocyclic ring in which any carbon or quaternised nitrogen atom may be substituted with any of the groups defined herein for A or in which a ring carbon atom may be oxidised; n the process comprising cyclising a compound of general formula VII: ##STR2## wherein A, R 2 and R 3 are as defined for general formula II, R 20 is hydrogen, benzyl or benzyl substituted with up to five substituents selected from halo, C 1 -C 6 alkyl, O(C 1 -C 6 alkyl) or nitro and R 21 is C 1 -C 8 alkyl, benzyl or benzyl substituted with up to five of the substituents mentioned above for R 20 .
专利号:US-4546177-A 优先权日:1979-02-13 标题:1-(6-Hydroxy-4- or -7-methoxy-5-Benzofuranyl)-4-substituted-1,3-butanediones 发明人:GAMMILL RONALD B 权利人:UPJOHN CO 摘要:The present invention provides novel 1-(6-hydroxy-4- or 7-methoxy or 4,7-dimethoxy-5-benzofuranyl)-4-substituted-1,3-butanediones which are useful as intermediates in the synthesis of khellin and related anti-atherosclerotic furochromones.
专利号:US-3996264-A 优先权日:1973-04-27 标 题 :Synthesis of oxindoles from anilines and intermediates therein 发明人:GASSMAN PAUL G 权利人:UNIV OHIO STATE RES FOUND 摘要:Preparing oxindoles and intermediates therefor by reacting an N-haloaniline with β-thio esters or β-thio amides to form an azasulfonium halide, reacting the azasulfonium halide with a base to form an ortho-[thio-ether (hydrocarbonoxycarbonyl) alkyl]aniline, or a [thio-ether (aminocarbonyl) alkyl]aniline, reacting the ortho-substituted aniline with an acid to form a 3-thio-ether-2-oxindole, and then reducing the 3-thio-ether-2-oxindole with Raney Nickel to form the 2-oxindole.
[参考文献]: António César Silva Ferreira, Et Al. Influence Of Some Technological Parameters On The Formation Of Dimethyl Sulfide, 2-Mercaptoethanol, Methionol, And Dimethyl Sulfone In Port Wines. J Agric Food Chem. 2003 Jan 29;51(3):727-32.
合成参考文献
摘要:The Good Scents Company Information System 摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003). 摘要:Joule, J. A., Science of Synthesis, (2001) 10, 603. 摘要:Parrain, J.-L.; Thibonnet, J., Science of Synthesis, (2005) 26, 806. 摘要:Chiara, J. L., Science of Synthesis, (2007) 31, 1725.