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Molecules 2014, 19(2), 1976-1989; doi:10.3390/molecules19021976
Article

Pyrrolidine-Mediated Direct Preparation of (E)-Monoarylidene Derivatives of Homo- and Heterocyclic Ketones with Various Aldehydes

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Received: 18 December 2013; in revised form: 21 January 2014 / Accepted: 26 January 2014 / Published: 12 February 2014
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Abstract: An efficient method for the facile synthesis of (E)-monoarylidene derivatives of homo- and heterocyclic ketones with various aldehydes in the presence of a pyrrolidine organocatalyst has been achieved. A range of α,β-unsaturated ketones were obtained in moderate to high yields (up to 99%). Unlike the Claisen-Schmidt condensation process, the formation of undesired bisarylidene byproducts is not observed. The possible reaction mechanism suggests that the reaction proceeds via a Mannich-elimination sequence.
Keywords: α,β-unsaturated ketones; pyrrolidine; 1-methyl-4-piperidone; Mannich-elimination sequence; Claisen-Schmidt condensation α,β-unsaturated ketones; pyrrolidine; 1-methyl-4-piperidone; Mannich-elimination sequence; Claisen-Schmidt condensation
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MDPI and ACS Style

Gu, X.; Wang, X.; Wang, F.; Sun, H.; Liu, J.; Xie, Y.; Xiang, M. Pyrrolidine-Mediated Direct Preparation of (E)-Monoarylidene Derivatives of Homo- and Heterocyclic Ketones with Various Aldehydes. Molecules 2014, 19, 1976-1989.

AMA Style

Gu X, Wang X, Wang F, Sun H, Liu J, Xie Y, Xiang M. Pyrrolidine-Mediated Direct Preparation of (E)-Monoarylidene Derivatives of Homo- and Heterocyclic Ketones with Various Aldehydes. Molecules. 2014; 19(2):1976-1989.

Chicago/Turabian Style

Gu, Xin; Wang, Xiaoyan; Wang, Fengtian; Sun, Hongbao; Liu, Jie; Xie, Yongmei; Xiang, Mingli. 2014. "Pyrrolidine-Mediated Direct Preparation of (E)-Monoarylidene Derivatives of Homo- and Heterocyclic Ketones with Various Aldehydes." Molecules 19, no. 2: 1976-1989.



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