Dimerization of conjugated 1-indanones

Authors
Leblanc, Y Dufresne, C Dhawan, R Ollerenshaw, J Littke, A Trimble, LA Tsou, NN
Citation
Y. Leblanc et al., Dimerization of conjugated 1-indanones, CAN J CHEM, 78(6), 2000, pp. 784-790
Citations number
6
Categorie Soggetti
Chemistry
Journal title
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
ISSN journal
00084042 → ACNP
Volume
78
Issue
6
Year of publication
2000
Pages
784 - 790
Database
ISI
SICI code
0008-4042(200006)78:6<784:DOC1>2.0.ZU;2-A
Abstract
Conjugated 1-indanones dimerize under basic conditions to provide spirodime rs. For example when 2-(E)-carbomethoxymethylene-1-indanone (5) was treated with Cs2CO3 in CH3CN, two spirodimers, 6 and 7, were produced via two mode s of reaction (mode A and mode B). With 2-(E)-cyanomethylene-1-indanone (9) only mode A dimerized spiro products (10 and 11) were observed whereas wit h 2-chloromethylidene-1-indanone (12) a 1,2-dimer (13) was obtained instead of the expected spirodimer.