Organic Chemistry Portal

Abstracts

Search:

Poly(phosphoric acid) (PPA)-Promoted 5-exo-Cyclization of Iminium Ions Generated In Situ: A Facile Access to Functionalized Indene Derivatives

Yi-Fan Zhu, Xin-Le Geng, Yong-Hong Guan, Wei Teng, Xiaohui Fan*

*School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P. R. of China, Email: fanxhmail.lzjtu.cn

Y. Fan, B. Zhou, K. Chen, B. Wang, X. Li, X. Xu, Synlett, 2017, 28, 1657-1659.

DOI: 10.1055/s-0036-1589009


see article for more reactions

Abstract

A simple and atom-economical, metal-free Brønsted acid promoted two-component reaction between cinnamaldehydes and sulfonamides provides a range of functionalized indenes from easily available starting materials. The resulting N-indenylsulfonamides can be converted into the corresponding indenylenamines or indanones.

see article for more examples



Key Words

indenes, iminium ions, indanones, exocyclization, polyphosphoric acid, cascade reaction


ID: J60-Y2017