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

1,†email, 2,†email, 1email, 1email, 1,* email, 1,* email and 1email
Received: 18 December 2013; in revised form: 21 January 2014 / Accepted: 26 January 2014 / Published: 12 February 2014
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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
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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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