A Novel One-Pot Green Synthesis of Dispirooxindolo-pyrrolidines via 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides

作者：Almansour Abdulrahman I; Arumugam Natarajan^*; Kumar Raju Suresh; Periyasami Govindasami; Ghabbour Hazem A; Fun Hoong Kun

来源：Molecules, 2015, 20(1): 780-791.

DOI：10.3390/molecules20010780

• 1,3-dipolar cycloaddition
• azomethine ylide
• dispiropyrrolidines
• ionic liquids

A facile synthesis of dispirooxindolopyrrolidines has been accomplished via a one-pot three component 1,3-dipolar cycloaddition reaction. The reaction of azomethine ylides generated in situ from L-phenylalanine and substituted isatins with a series of unusual (E)-2-oxoindolino-3-ylidene acetophenone dipolarophiles in the ionic liquid 1-butyl-3-methylimidazolium bromide [bmim]BF4, furnished the cycloadducts in good yields, with the regioisomers 5a-f being obtained with high selectivity. Furthermore, the recyclability of [bmim]BF4, up to five times, was also investigated.

• 出版日期2015-1