1255502-42-1Relevant articles and documents
Bifunctional tertiary amine-squaramide catalyzed asymmetric catalytic 1,6-conjugate addition/aromatization of para-quinone methides with oxindoles
Deng, Yu-Hua,Zhang, Xiang-Zhi,Yu, Ke-Yin,Yan, Xu,Du, Ji-Yuan,Huang, Hanmin,Fan, Chun-An
supporting information, p. 4183 - 4186 (2016/03/19)
The asymmetric catalytic 1,6-addition of p-QMs with racemic oxindoles under the bifunctional catalysis of C2-symmetric dimeric Cinchona-derived squaramide is described. This tertiary amine-squaramide catalyzed reaction provides a diastereoselective and enantioselective approach to the effective assembly of diverse diarylmethine-substituted oxindoles having vicinal tertiary and quaternary stereocenters.
In situ generation of electrophilic trifluoromethylthio reagents for enantioselective trifluoromethylthiolation of oxindoles
Zhu, Xing-Li,Xu, Jin-Hui,Cheng, Dao-Juan,Zhao, Li-Jiao,Liu, Xin-Yuan,Tan, Bin
, p. 2192 - 2195 (2014/05/06)
An organocatalytic asymmetric trifluoromethylthiolation reaction via in situ generation of active electrophilic trifluoromethylthio species involving trichloroisocyanuric acid and AgSCF3 as a practical and easily handled electrophilic SCF3 source for CSP 3-SCF3 bond formation was developed. Reactions with this one-pot version strategy occurred in good yields and excellent stereoselectivities to access enantiopure oxindoles bearing a SCF 3-substituted quaternary chiral center. The straightforward process described here makes use of simple starting materials and proceeds under mild conditions, which will be useful in medicinal chemistry and diversity-oriented syntheses.
N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation of oxindoles with aryl chlorides and aerobic oxidation of the products in a one-pot procedure
Xiao, Zheng-Kang,Yin, Hui-Ying,Shao, Li-Xiong
supporting information, p. 1254 - 1257 (2013/04/23)
NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the α-arylation of unprotected oxindoles with aryl chlorides to give products 4 in 44-98% yields under a N2 atmosphere. Furthermore, if the reactions were first performed under conditions identical to those for the α-arylation reaction for 12 h and then exposed to air for another 3 h, 3-aryl-3-hydroxy-2-oxindoles 5 can be obtained in 49-84% yields in a one-pot procedure.
Palladium-catalyzed asymmetric benzylation of 3-aryl oxindoles
Trost, Barry M.,Czabaniuk, Lara C.
supporting information; experimental part, p. 15534 - 15536 (2011/02/27)
Herein we report palladium-catalyzed asymmetric benzylic alkylation with 3-aryl oxindoles as prochiral nucleophiles. Proceeding analogously to asymmetric allylic alkylation, asymmetric benzylation occurs in high yield and enantioselectivity for a variety