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Cross-dehydrogenative coupling of coumarins with Csp3-H bonds using an iron-organic framework as a productive heterogeneous catalyst.


ABSTRACT: The iron-organic framework VNU-20 was utilized as an active heterogeneous catalyst for the cross-dehydrogenative coupling of coumarins with Csp3-H bonds in alkylbenzenes, cyclohexanes, ethers, and formamides. The combination of DTBP as the oxidant and DABCO as the additive led to high yields of coumarin derivatives. The VNU-20 was more active towards this reaction than numerous other homogeneous and heterogeneous catalysts. Heterogeneous catalysis was confirmed for the cross-dehydrogenative coupling transformation utilizing the VNU-20 catalyst, and the contribution of active iron species in the liquid phase was insignificant. The iron-based framework was reutilized many times for the functionalization of coumarins without a remarkable decline in catalytic efficiency. To the best of our knowledge, these reactions of coumarins have not previously been conducted using heterogeneous catalysts.

SUBMITTER: Doan SH 

PROVIDER: S-EPMC9078982 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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Cross-dehydrogenative coupling of coumarins with Csp<sup>3</sup>-H bonds using an iron-organic framework as a productive heterogeneous catalyst.

Doan Son H SH   Nguyen Vu H H VHH   Nguyen Thuong H TH   Pham Phuc H PH   Nguyen Ngoc N NN   Phan Anh N Q ANQ   Tu Thach N TN   Phan Nam T S NTS  

RSC advances 20180319 20


The iron-organic framework VNU-20 was utilized as an active heterogeneous catalyst for the cross-dehydrogenative coupling of coumarins with Csp<sup>3</sup>-H bonds in alkylbenzenes, cyclohexanes, ethers, and formamides. The combination of DTBP as the oxidant and DABCO as the additive led to high yields of coumarin derivatives. The VNU-20 was more active towards this reaction than numerous other homogeneous and heterogeneous catalysts. Heterogeneous catalysis was confirmed for the cross-dehydroge  ...[more]

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