153751-05-4Relevant academic research and scientific papers
PdII-catalyzed highly selective arylation of allyl esters via C-H functionalization of unreactive arenes with retention of the traditional leaving group
Pan, Delin,Yu, Miao,Chen, Wei,Jiao, Ning
experimental part, p. 1090 - 1093 (2011/07/08)
A highly selective Fujiwara-Moritani oxidative Heck reaction of allyl esters with unreactive arenes via C - H bond activation was developed, in which -H elimination is highly chemo-, regio- and stereoselective. Moreover, even electron-deficient arenes are tolerated in this type of C - H activation. 2010 Wiley-VCH Verlag GmbH Co. KGaA, Weinheim.
Silica gel-mediated rearrangement of allylic acetates. Application to the synthesis of 1,3-enynes
Serra-Muns, Anna,Guerinot, Amandine,Reymond, Sebastien,Cossy, Janine
supporting information; experimental part, p. 4178 - 4180 (2010/08/07)
Silica gel was found to efficiently promote the rearrangement of allylic acetates into their most stable regioisomers under microwave irradiation. The reaction is easy to perform and eco-friendly. This method was applied to the metal-free synthesis of 1,3-enynes.
Ligand-free Pd-catalyzed highly selective arylation of allylic esters with retention of the traditional leaving group
Pan, Delin,Chen, Anjun,Su, Yijin,Zhou, Wang,Li, Si,Jia, Wei,Xiao, Juan,Liu, Qingjian,Zhang, Liangren,Jiao, Ning
supporting information; experimental part, p. 4729 - 4732 (2009/02/06)
(Chemical Equation Presented) What leaving group? Organic halides and allylic esters undergo efficient Pd-catalyzed Heck reactions under mild conditions in air to form a new C-C bond without elimination of the β-OAc group in the intermediate palladium complex. Instead a highly regioselective β-H elimination takes place to provide substituted derivatives of allylic alcohols (see scheme).
Scandium(III) trifluoromethanesulfonate catalyzed aromatic nitration with inorganic nitrates and acetic anhydride
Kawada, Atsushi,Takeda, Shigemitsu,Yamashita, Kazumi,Abe, Hitoshi,Harayama, Takashi
, p. 1060 - 1065 (2007/10/03)
The rare earth metal(III) trifluoromethanesulfonate (rare earth metal(III) triflate, RE(OTf)3) was found to be an efficient catalyst for aromatic nitration with carboxylic anhydride-inorganic nitrate as the nitrating agent. In the presence of a catalytic amount of RE(OTf)3, the nitration of substituted benzenes proceeded to afford the corresponding nitrobenzenes. Especially, scandium(III) trifluoromethanesulfonate (scandium(III) triflate, Sc(OTf)3) is the most active catalyst among our tested Lewis acids. It was also found that acetic anhydride-Al(NO 3) · 9H2O is the most active nitrating agent in this system.
