914-03-4Relevant articles and documents
Silver-catalyzed ring-opening [3+2] annulation of cyclopropenones with amides
Matsuda, Takanori,Tabata, Yuki,Suzuki, Hirotsugu
, p. 19178 - 19182 (2018)
A ring-opening [3+2] annulation reaction between cyclopropenones and amides was developed to produce 5-amino-2-furanones. Insertion of the carbonyl group of an amide to the C-C single bond of a cyclopropenone occurred efficiently in the presence of a catalytic amount of silver(i) triflate.
Copper(i)-promoted synthesis of 4-oxaspiro[2.4]hepta-1,6-dien-5-ones from cyclopropenones
Koerner, Olivia,Gleiter, Rolf,Rominger, Frank
, p. 3259 - 3262 (2009)
Heating of dialkyl-or diarylcyclopropenones at 75 °C in the presence of copper(I) bromide (5 mol%) affords the corresponding 4-oxaspiro[2.4]hepta-1,6- dien-5-ones in good yields.
Ag2O-promoted ring-opening reactions of cyclopropenones with oximes
Gao, Wen-Xia,Huang, Xiao-Bo,Liu, Miao-Chang,Wu, Hua-Yue,Yang, Ye-Fei,Zhou, Yun-Bing
, p. 5822 - 5825 (2020)
Ag2O-promoted ring-opening reactions of cyclopropenones with oximes is disclosed in this work, providing a direct route to 1,3-oxazinones. This method highlights a new reactivity of cyclopropenones which undergo 1,4-addition with oximes followed by β-carbon elimination to in situ generate a α-carbonyl ketene intermediate. This journal is
Synthesis of 2-Alkenyl-4H-3,1-Benzoxazin-4-Ones through HFIP-Mediated Decarboxylative [4+2]-Annulation of Isatoic Anhydrides with Cyclopropenones under Silver Catalysis
Yang, Mengqi,Wang, Jixin,Lv, Weiwei,Ba, Dan,Cheng, Guolin,Wang, Lianhui
, p. 4085 - 4090 (2021)
We herein describes an HFIP-mediated [4+2]-cycloaddition reaction from simple and easily available isatoic anhydrides and cyclopropenones under silver catalysis. This transformation involves the tandem decarboxylative esterification, intermolecular additi
The Reaction of Tetrachlorocyclopropene with Trimethylsiloxybuta-1,3-dienes: A One-Pot Diels-Alder Route to Trichlorotropones and Trichlorotropolones
Banwell, Martin G..,Knight, John H.
, p. 1861 - 1868 (2007/10/02)
One-pot syntheses of the trichlorinated troponoid compounds (8), (10), (12) and (18) have been achieved by reacting tetrachlorocyclopropene (5) with various trimethylsiloxybuta-1,3-dienes.
4H-3,1-Benzoxathiines from Benzothiete and Carbonyl Compounds
Schmidt, Michael,Meier, Herbert,Niedermann, Hans-Peter,Mengel, Rudolf
, p. 1143 - 1148 (2007/10/02)
The o-quinoid 8-? electron system 2, generated by thermal ring opening of benzothiete (1) undergoes cycloaddition reactions with electron-deficient carbonyl compounds 3.In accordance with the frontier orbital theory, 4H-3,1-benzoxathiines (4) are obtained in a regioselective manner.
1,1',2,2'-Tetrathiafulvalenes, IV. - On the Reactions of Cyclopropen(thio)nes with 1,2-Dithiole Compounds: Thienothiophenes, Thienofurans, 4H-Furopyrroles, 1,2-Dithiole-3-(thi)ones, and other Heterocycles Containing Sulfur
Behringer, Hans,Meinetsberger, Eike
, p. 315 - 341 (2007/10/02)
4,5-Disubstituted 1,2-dithiole-3-thiones (1,2-trithiones) 1 react with 2,3-diphenylcyclopropenethione (2a) to give by elimination of two atoms sulfur thienothiophenes 5.The reaction of 1a with 2a yields in addition tetraphenylthieno-1,2-dithiin (6a). 1,2-Trithiones react with 2,3-diarylcyclopropenones 7 (R3=Aryl) to give the corresponding thienofurans 8 and 1,2-dithiole-3-ones 9. - In 4-position unsubstituted 5-aryl-1,2-trithiones and 2,3-diarylcyclopropenones 7 (R3=Aryl) react in a more complex manner.In the reaction of 4,5-disubstituted 3-phenylimino-1,2-dithiole-3-thiones 18 with 7 (R3=Aryl) 4H-Furopyrroles 19 are formed. - Furthermore it will be reported on conversions of 5-phenyl-3H-1,2,4-dithiazole-3-thione (24), 2-benzyl-4-methyl-3-phenyl-1,2-thiazole-5(2H)-thione (27a), and 2-benzyl-4-phenyl-1,2-thiazole-5(2H)-thione (27b) in the reactions with the cyclopropenones 7d respective 7a.
