Copper-Catalyzed Synthesis of Polysubstituted Pyrroles through [3+1+1] Cycloaddition Reaction of Nitrones and Isocyanides
An efficient, copper-catalyzed [3+1+1] cycloaddition reaction was developed for the expedient synthesis of pharmacologically interesting polysubstituted pyrroles from easily available nitrones and α-acidic isocyanides. The given approach features a new mo
Tian, Zhuang,Xu, Jiaojiao,Liu, Bingxin,Tan, Qitao,Xu, Bin
supporting information
p. 2603 - 2606
(2018/05/22)
C-SUBSTITUTION REACTIONS OF C,N-DIARYL NITRONES.
C,N-Diaryl nitrones react rapidly with N-bromosuccinimide in an aprotic solvent to yield among other products, the E and Z isomers of the C-succinimidyl substituted nitrones and a small amount of the corresponding hydroxamic acid.The sterochemistry of the C-succinimidyl niyrones was confirmed by an X-ray structure determination of the C,N-(dimethoxyphenyl) derivative 8e.In the presence of the base DABCO the formation of hydroxamic acids is suppressed and the Z C-succinimidyl nitrone forms more rapidly than the more stable E isomer.Several mechanistic rationalisations of this observed stereochemistry are discussed.
Lobo, Ana M.,Prabhakar, Sundaresan,Rzepa, Henry S.,Skapski, Andrzej C.,Tavares, M. Regina,Widdowson, David A.
p. 3833 - 3842
(2007/10/02)
More Articles about upstream products of 52167-55-2