Spiro[pyrrolidine-2,3'-oxindole] derivatives synthesized by novel regionselective 1,3-dipolar cycloadditions

Gang Chen; Jing Yang; Suo Gao; Hongping He; Shunlin Li; Yingtong Di; Ying Chang; Yang Lu; Xiaojiang Hao

doi:10.1007/s11030-011-9342-1

Spiro[pyrrolidine-2,3'-oxindole] derivatives synthesized by novel regionselective 1,3-dipolar cycloadditions

Mol Divers. 2012 Feb;16(1):151-6. doi: 10.1007/s11030-011-9342-1. Epub 2011 Dec 2.

Authors

Gang Chen¹, Jing Yang, Suo Gao, Hongping He, Shunlin Li, Yingtong Di, Ying Chang, Yang Lu, Xiaojiang Hao

Affiliation

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650204, China. gangchen@xsyu.edu.cn

PMID: 22134725
DOI: 10.1007/s11030-011-9342-1

Abstract

A series of spiro-oxindole derivatives was synthesized by novel regioselective 1,3-dipolar cycloadditions of isatin, α-amino acids, and (E)-β-aryl-nitro-olefins. Regioisomers were produced in each reaction and the major products showed different regioselectivity compared to previously reported spiro-oxindole derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkenes / chemistry
Amino Acids / chemistry
Chemistry, Organic / methods*
Crystallography, X-Ray
Cyclization
Indoles / chemical synthesis*
Indoles / chemistry
Isatin / chemistry
Magnetic Resonance Spectroscopy
Oxindoles
Pyrrolidines / chemical synthesis*
Pyrrolidines / chemistry
Spiro Compounds / chemical synthesis*
Spiro Compounds / chemistry
Stereoisomerism

Substances

Alkenes
Amino Acids
Indoles
Oxindoles
Pyrrolidines
Spiro Compounds
2-oxindole
Isatin
pyrrolidine