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Substituent‐Dependent, Iron‐Mediated Tandem Cyclization of Diynes with Benzaldehyde Acetals to Form Highly Functionalized Indene Derivatives
Author(s) -
Xu Tongyu,
Yang Qin,
Ye Wenjing,
Jiang Quanbin,
Xu Zhaoqing,
Chen Jiping,
Yu Zhengkun
Publication year - 2011
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/chem.201101667
Subject(s) - indene , benzaldehyde , tandem , chemistry , substituent , combinatorial chemistry , organic chemistry , catalysis , materials science , composite material
A three‐ring circus : The FeCl 3 ‐ and FeBr 3 ‐mediated tandem cyclization of diynes with diethyl benzaldehyde acetals to form fused tricyclic indenes has been accomplished (see scheme). The consecutive formation of three new CC bonds allows the formation of 3‐halovinyl‐2,3‐disubstituted or 1‐methylene‐2,3‐disubstituted 1 H ‐indene derivatives under mild conditions. This protocol provides a new route to highly functionalized indene derivatives.