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Molecules 2009, 14(8), 2836-2849; doi:10.3390/molecules14082836

Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media

1, 1, 2 and 1,*
1 Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Avenida Universidad 1001, Col. Chamilpa, 62209 Cuernavaca, Morelos, México 2 Medicinal and Natural Products Chemistry, The University of Iowa, Iowa City, IA 52242, USA
* Author to whom correspondence should be addressed.
Received: 23 June 2009 / Revised: 21 July 2009 / Accepted: 23 July 2009 / Published: 31 July 2009
(This article belongs to the Special Issue Microwave Assisted Synthesis)
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Aqueous in situ one-pot N-Boc-deprotection-cyclization of -Boc-dipeptidyl-tert-butyl and methyl esters under microwave irradiation afforded 2,5-diketopiperazines (DKPs) in excellent yields. This protocol is rapid, safe, environmentally friendly, and highly efficient, and showed that the tert-butoxy moiety is also an excellent leaving group for these cyclizations.
Keywords: 2; 5-diketopiperazines; DKPs; cyclic dipeptides; microwave irradiation 2; 5-diketopiperazines; DKPs; cyclic dipeptides; microwave irradiation
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.

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Pérez-Picaso, L.; Escalante, J.; Olivo, H.F.; Rios, M.Y. Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media. Molecules 2009, 14, 2836-2849.

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