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Lewis Acid Mediated Reactions of Zirconacyclopentadienes with Aldehydes: One‐Pot Synthetic Route to Indene and Cyclopentadiene Derivatives from Aldehydes and Benzyne or Alkynes
Author(s) -
Zhao Changjia,
Li Pixu,
Cao Xiaoyu,
Xi Zhenfeng
Publication year - 2002
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20020916)8:18<4292::aid-chem4292>3.0.co;2-g
Subject(s) - cyclopentadiene , aryne , indene , lewis acids and bases , chemistry , organic chemistry , catalysis , medicinal chemistry
One‐pot procedures for the preparation of highly substituted indenes, tetrahydroindenes, and cyclopentadienes have been developed by using a combination of zirconocene‐mediated CC‐bond‐forming reactions with Lewis acid mediated activation of carbonyl groups. The carbonyl groups of aldehydes were deoxygenated in the reaction and behaved formally as a one‐carbon unit. A variety of Lewis acids were checked and showed different reactivities in this reaction.