66303-64-8Relevant academic research and scientific papers
Palladium-catalyzed oxidative arylacetoxylation of alkenes: Synthesis of indole and indoline derivatives
Karnakanti, Shuklachary,Zang, Zhong-Lin,Zhao, Sheng,Shao, Pan-Lin,Hu, Ping,He, Yun
supporting information, p. 11205 - 11208 (2017/10/17)
A method for the oxidative arylacetoxylation of alkenes has been developed to synthesize indole and indoline derivatives from readily accessible substrates. The cinnamyl tethered anilines with picolinamide as a directing group provided 3-substituted indoles via intramolecular oxidative arylacetoxylation, and the 2-methyl substituted cinnamyl anilines furnished indoline derivatives with 3-position quaternary stereocenters in good to excellent yields via sequential intramolecular oxidative arylacetoxylation, hydrolysis and oxidation steps.
Acid- and Pd(0)-catalyzed ring opening of 1-(1-cycloalkenyl)cyclopropyl sulfonates
Long, Guo Quan,Hyung, Goo Lee,Jin, Kun Cha
, p. 4439 - 4442 (2008/03/12)
(Chemical Equation Presented) We report herein facile acid-catalyzed isomerization of 1-(1′-cycloalkenyl)cyclopropyl sulfonates under mild conditions. The remarkable ease of ring opening is attributed to the presence of a 1′-alkyl substituent. Also includ
Palladium-catalyzed cyclopentenone formation by carbonylative cycloaddition of allylic tosylates and alkynes
Tsukada, Naofumi,Sugawara, Shuichi,Okuzawa, Tomohiro,Inoue, Yoshio
, p. 3003 - 3008 (2008/02/10)
Carbonylative cycloaddition of allyl tosylates and alkynes proceeded in the presence of palladium catalysts to afford a range of cyclopentenones. In the presence of methanol, five-component coupling reactions gave methyl cyclopentenyl acetates, whereas in the absence of methanol, (cyclopentenoylmethylidene)furanones were formed from six components. Allyl tosylate was found to be essential for these reactions, as allyl acetate and allyl bromide proved to be ineffective. Georg Thieme Verlag Stuttgart.
Effect of the α-Trifluoromethyl Moiety on the Solvolysis of Allylic Sulfonates
Gassman, Paul G.,Harrington, Clinton K.
, p. 2258 - 2273 (2007/10/02)
A series of allylic sulfonates bearing aryl substituents on the 2-position and/or trifluoromethyl groups on the 1- and/or 3-positions has been studied under solvolytic conditions in 2,2,2-trifluoroethanol.Nonarylated 1,3-di(trifluoromethyl)-substituted allylic sulfonates did not solvolyze in a conventional manner but instead gave products diagnostic of a complex isomerization-cleavage process.Mono(trifluoromethyl)-substituted allylic sulfonates solvolyzed by normal paths to give kH/kCF3 ratios of 2E6 and 4E4 for the substitution at the 1- and 3-positions, respectively.No evidence for 1,3-? interactions was discerned.
