Molecules 2011, 16(1), 384-402; doi:10.3390/molecules16010384
Article

Functionalized 4-Hydroxy Coumarins: Novel Synthesis, Crystal Structure and DFT Calculations

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Received: 22 November 2010; in revised form: 20 December 2010 / Accepted: 27 December 2010 / Published: 7 January 2011
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: A novel short-step methodology for the synthesis in good yields of functionalized coumarins has been developed starting from an activated precursor, the N-hydroxysuccinimide ester of O-acetylsalicylic acid. The procedure is based on a tandem C-acylation-cyclization process under mild reaction conditions. The structure of 3-methoxycarbonyl-4-hydroxy coumarin has been established by X-ray diffraction analysis and its geometry was compared with optimized parameters by means of DFT calculations.
Keywords: coumarins; N-hydrocysuccinimide ester; C-acylation; β,β΄-dicarbonyl system; cyclization; DFT
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MDPI and ACS Style

Stefanou, V.; Matiadis, D.; Melagraki, G.; Afantitis, A.; Athanasellis, G.; Igglessi-Markopoulou, O.; McKee, V.; Markopoulos, J. Functionalized 4-Hydroxy Coumarins: Novel Synthesis, Crystal Structure and DFT Calculations. Molecules 2011, 16, 384-402.

AMA Style

Stefanou V, Matiadis D, Melagraki G, Afantitis A, Athanasellis G, Igglessi-Markopoulou O, McKee V, Markopoulos J. Functionalized 4-Hydroxy Coumarins: Novel Synthesis, Crystal Structure and DFT Calculations. Molecules. 2011; 16(1):384-402.

Chicago/Turabian Style

Stefanou, Valentina; Matiadis, Dimitris; Melagraki, Georgia; Afantitis, Antreas; Athanasellis, Giorgos; Igglessi-Markopoulou, Olga; McKee, Vickie; Markopoulos, John. 2011. "Functionalized 4-Hydroxy Coumarins: Novel Synthesis, Crystal Structure and DFT Calculations." Molecules 16, no. 1: 384-402.

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