882788-93-4Relevant articles and documents
Palladium(II)-catalyzed intramolecular tandem aminoalkylation via divergent C(sp3)-H functionalization
Du, Wei,Gu, Qiangshuai,Li, Zhongliang,Yang, Dan
, p. 1130 - 1135 (2015/02/05)
(Chemical Equation Presented) We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp3)-H functionalization, a ffording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C - H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C - H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp3)-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.
Intramolecular aminocyanation of alkenes by N-CN bond cleavage
Pan, Zhongda,Pound, Sarah M.,Rondla, Naveen R.,Douglas, Christopher J.
, p. 5170 - 5174 (2014/05/20)
A metal-free, Lewis acid promoted intramolecular aminocyanation of alkenes was developed. B(C6F5)3 activates N-sulfonyl cyanamides, thus leading to a formal cleavage of the N-CN bonds in conjunction with vicinal addition o
Intramolecular aminocyanation of alkenes by cooperative palladium/boron catalysis
Miyazaki, Yosuke,Ohta, Naoki,Semba, Kazuhiko,Nakao, Yoshiaki
supporting information, p. 3732 - 3735 (2014/04/03)
A cooperative palladium/triorganoboron catalyst to accomplish the intramolecular aminocyanation of alkenes through the cleavage of N-CN bonds is reported. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) is found to be crucial as a ligand for palladium to effectively catalyze the transformation with high chemo- and regioselectivity. A range of substituted indolines and pyrrolidines with both tetra- or trisubstituted carbon and cyano functionalities are readily furnished by the newly developed cyanofunctionalization reaction. A preliminary example of enantioselective aminocyanation is also described.
Pd(II)-catalyzed enantioselective oxidative tandem cyclization reactions. Synthesis of indolines through C-N and C-C bond formation
Yip, Kai-Tai,Yang, Min,Law, Ka-Lun,Zhu, Nian-Yong,Yang, Dan
, p. 3130 - 3131 (2007/10/03)
We have developed an efficient Pd(II)-catalyzed enantioselective oxidative tandem cyclization strategy using molecular oxygen as a green oxidant for the double 5-exo-trig cyclizations of N-(2-allylaryl) amides to afford a variety of indolines in good yiel