72486-03-4Relevant articles and documents
Palladium pincer complex catalyzed cross-coupling of vinyl epoxides and aziridines with organoboronic acids
Kjellgren, Johan,Aydin, Juhanes,Wallner, Olov A.,Saltanova, Irina V.,Szabo, Kalman J.
, p. 5260 - 5268 (2005)
Palladium-catalyzed crosscoupling of vinyl epoxides and aziridines with organoboronic acids was performed by using 0.5-2.5 mol % pincer-complex catalyst. The reactions proceed under mild conditions affording allyl alcohols and amines with high regioselectivity and in good to excellent yields. Under the applied reaction conditions aromatic chloro-, bromoand iodo substituents are tolerated. Our results indicate that the mechanism of the pincer complex catalyzed and the corresponding palladium(O) catalyzed process is substantially different. It was concluded that the transformations proceed via transmetalation of the organoboronic acids to the pincercomplex catalyst followed by an S N2′type opening of the vinyl epoxide or aziridine substrate. In this process the palladium atom is kept in oxidation state +2 under the entire catalytic process, and therefore oxidative side reactions can be avoided.
Synthesis of N-protected allylic amines from allyl ethers
Kim, Ji Duck,Lee, Min Hee,Han, Gyoonhee,Park, Hyunju,Zee, Ok Pyo,Jung, Young Hoon
, p. 8257 - 8266 (2007/10/03)
A synthetic method for N-protected allylic amines from allyl ethers using chlorosulfonyl isocyanate (CSI) is presented. The reaction of 4-phenylbut-2-enyl methyl ether (1i) with CSI afforded methyl N-(1-benzylallyl)carbamate (2i) and methyl N-(4-phenylbut
