title: Metathesis Reaction of Diazo Compounds and para-Quinone Methides for C-C Double Bond Formation: Synthesis of Tetrasubstituted Alkenes and Quinolinones.
abstract: The para-quinone methides (p-QMs) are activated by Lewis acid and then attacked by diazo compounds. The following rearrangement leads to nitrogen gas extrusion and C-C double bond formation to constitute a metathesis reaction process. Therefore, the diazoester is transformed into tetrasubstituted alkenes, whereas the diazo-oxindole delivers the quinolinone products. Furthermore, the13C-labeling experiments were also conducted to elucidate a possible mechanism.
authors.affiliation: Institute of Drug Discovery and College of Pharmaceutical Sciences, and ‡State Key Laboratory of Plant Physiology and Biochemistry, College of Life Sciences, Zhejiang University , 866 Yuhangtang Road, Hangzhou 310058, Zhejiang, China.
authors.forename: Bo
authors.initials: B
authors.lastname: Huang
authors.affiliation: Institute of Drug Discovery and College of Pharmaceutical Sciences, and ‡State Key Laboratory of Plant Physiology and Biochemistry, College of Life Sciences, Zhejiang University , 866 Yuhangtang Road, Hangzhou 310058, Zhejiang, China.
authors.forename: Yangyong
authors.initials: Y
authors.lastname: Shen
authors.affiliation: Institute of Drug Discovery and College of Pharmaceutical Sciences, and ‡State Key Laboratory of Plant Physiology and Biochemistry, College of Life Sciences, Zhejiang University , 866 Yuhangtang Road, Hangzhou 310058, Zhejiang, China.
authors.forename: Zhenjun
authors.initials: Z
authors.lastname: Mao
authors.affiliation: Institute of Drug Discovery and College of Pharmaceutical Sciences, and ‡State Key Laboratory of Plant Physiology and Biochemistry, College of Life Sciences, Zhejiang University , 866 Yuhangtang Road, Hangzhou 310058, Zhejiang, China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Liu
authors.affiliation: Institute of Drug Discovery and College of Pharmaceutical Sciences, and ‡State Key Laboratory of Plant Physiology and Biochemistry, College of Life Sciences, Zhejiang University , 866 Yuhangtang Road, Hangzhou 310058, Zhejiang, China.
authors.forename: Sunliang
authors.initials: S
authors.lastname: Cui