56517-82-9Relevant articles and documents
Palladium-Catalyzed Oxidative C≡C Triple Bond Cleavage of 2-Alkynyl Carbonyl Compounds Toward 1,2-Dicarbonyl Compounds?
Hu, Ming,Li, Jin-Heng,Luo, Mu-Jia,Zhou, Ming-Bo
supporting information, p. 553 - 558 (2020/04/20)
A new, general palladium-catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2-alkynyl carbonyl compounds, including 1,3-disubstituted prop-2-yn-1-ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2-dicarbonyl compounds, e.g., 1,2-diones, 2-keto amides and 2-keto esters, through Wacker oxidation, intramolecular cyclization and C—C bond cleavage cascades.
Novel (N-heterocyclic carbene)Pd(pyridine)Br2 complexes for carbonylative Sonogashira coupling reactions: Catalytic efficiency and scope for arylalkynes, alkylalkynes and dialkynes
Ibrahim, Mansur,Malik, Imran,Mansour, Waseem,Sharif, Muhammad,Fettouhi, Mohammed,El Ali, Bassam
, (2018/03/05)
New N,N′-substituted imidazolium salts and their corresponding dibromidopyridine–palladium(II) complexes were successfully synthesized and characterized. Reactions of palladium bromide with the newly synthesized N,N′-substituted imidazolium bromides (2a a
Facile synthesis of α,β-acetylenic ketones and 2,5-disubstituted furans: Consecutive activation of triple and double bond with ZnBr2 toward the synthesis of furan ring
Lee, Ka Young,Lee, Mi Jung,Kim, Jae Nyoung
, p. 8705 - 8710 (2007/10/03)
α,β-Acetylenic ketones were synthesized from the reaction of acid chlorides and acetylenic compounds in the presence of ZnBr2 and DIEA in acetonitrile. From the acetylenic ketones having nearby methylene unit, 2,5-disubstituted furan derivatives could be synthesized under the same reaction conditions.
Chromium(ii)-mediated reactions of iodonium tetrafluoroborates with aldehydes: Umpolung of reactivity of diaryl-, alkenyl(aryl)-, and alkynyl(aryl)iodonium tetrafluoroborates
Chen, Da-Wei,Ochiai, Masahito
, p. 6804 - 6814 (2007/10/03)
The method described herein allows us, for the first time, to perform umpolung of reactivity of diaryl-, alkenyl(aryl)-, and alkynyl(aryl)iodonium tetrafluoroborates. The method involves generation of organochromium(III) species via reaction of iodonium salts with anhydrous chromium dichloride, followed by their nucleophilic addition to aldehydes to yield alcohols. In contrast to the reaction of aryl and alkenyl halides with chromium dichloride, these iodonium salts are so active that organochromium(III) could be generated without using a nickel catalyst. Substituent effects of unsymmetrically substituted diaryliodonium salts on the product profiles are in good agreement with the reported mode of decomposition of the intermediate unsymmetrical diaryliodanyl radicals. Alkenyl(mesityl)iodonium tetrafluoroborates undergo exclusive alkenylation of aldehydes with no signs of the formation of an arylation product.
VERSATILE SYNTHESIS OF α,β-ACETYLENIC KETONES BY OXIDATIVE NUCLEOPHILIC ADDITION OF VANADIUM ACETYLIDES
Hirao, Toshikazu,Misu, Daisuke,Agawa, Toshio
, p. 933 - 934 (2007/10/02)
Treatment of aldehydes with vanadium acetylides generated from equimolar amounts of vanadium trichloride and acetylenic Grignard or lithium compounds gave α,β-acetylenic ketones via oxidative nucleophilic addition.