Regioselective Multicomponent Sequential Synthesis of Oxa-Aza[3.3.3]propellanes
Abdolali Alizadeh A C , Fahimeh Bayat A and Long-Guan Zhu B
+ Author Affiliations
- Author Affiliations
A Department of Chemistry, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran.
B Department of Chemistry, Zhejiang University, Hangzhou 310027, PR China.
C Corresponding author. Email: aalizadeh@modares.ac.ir
Australian Journal of Chemistry 67(6) 949-952 https://doi.org/10.1071/CH13654
Submitted: 27 November 2013 Accepted: 12 February 2014 Published: 27 March 2014
Abstract
A concise and efficient sequential four-component approach to oxa-aza[3.3.3]propellanes has been developed by reaction of aryl isothiocyanates, malonate compounds, ninhydrin, and malononitrile in the presence of NaH in DMF. The value of this method lies in its regioselectivity, good yields, lack of a metal-catalyst, ease of handling, and creating five new bonds in one operation. No inert atmosphere or separation by column chromatography is necessary.
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