Premium
Inside Cover: [3+2] Cycloaddition of Propargylic Alcohols and α‐Oxo Ketene Dithioacetals: Synthesis of Functionalized Cyclopentadienes and Further Application in a Diels–Alder Reaction (Angew. Chem. Int. Ed. 28/2014)
Author(s) -
Fang Zhongxue,
Liu Jianquan,
Liu Qun,
Bi Xihe
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201405097
Subject(s) - ketene , cycloaddition , chemistry , diels–alder reaction , organic chemistry , catalysis
Functionalized cyclopentadienes can be synthesized by a novel [3+2] cycloaddition of propargylic alcohols and ketene dithioacetals, as X. Bi and co‐workers report in their Communication on page 7209 ff. Fully substituted 2,5‐dialkylthio cyclopentadienes were obtained in good to excellent yields. Furthermore, these cyclopentadienes reacted with maleimides in an unusual dethiolating Diels–Alder reaction, which afforded novel fluorescent polycyclic compounds.