DoE‐Assisted Development of a 2H−MoS2‐Catalyzed Approach for the Production of Indole Derivatives

Author:

Gentile Giuseppe1ORCID,Morant‐Giner Marc12ORCID,Cardo Lucia3ORCID,Melchionna Michele1ORCID,Fornasiero Paolo14ORCID,Prato Maurizio135ORCID,Filippini Giacomo1ORCID

Affiliation:

1. Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste University of Trieste via Licio Giorgieri 1 34127 Trieste Italy

2. Instituto de Ciencia Molecular (ICMol) Universitat de València C/Catedrático José Beltrán 2 46980 Paterna Spain

3. Centre for Cooperative Research in Biomaterials (CIC BiomaGUNE) Basque Research and Technology Alliance (BRTA) Paseo de Miramón 194 20014 Donostia-San Sebastián Spain

4. Istituto di Chimica dei Composti Organometallici – Consiglio Nazionale delle Richerche (ICCOM-CNR) via Licio Giorgieri 1 34127 Trieste Italy

5. Basque Foundation for Science Ikerbasque Plaza Euskadi 5 48013 Bilbao Spain

Abstract

Abstract2H−MoS2 is an appealing semiconductor because of its Earth‐abundant nature, cheapness, and low toxicity. This material has shown promising catalytic activity for various energy‐related processes, but its use in catalysis for C−C bond forming reactions towards useful organic compounds is still largely unexplored. The lack of examples in organic synthesis is mainly due to the intrinsic difficulties of using bulk 2H−MoS2 (e. g., low surface area), which implies the reliance on high catalytic loadings for obtaining acceptable yields. This makes the optimization process more expensive and tedious. Here, we report the development of a 2H−MoS2‐mediated synthesis of valuable bis(indolyl)methane derivatives, using indoles and benzaldehydes as starting materials. Exploiting the Design of Experiments (DoE) method, we identified the critical parameters affecting the catalytic performance of commercial 2H−MoS2 powder and optimized the reaction conditions. Lastly, we demonstrated that the catalytic system has versatility and good tolerance towards functional group variations of the reagents.

Funder

Consorzio Interuniversitario Nazionale per la Scienza e Tecnologia dei Materiali

Publisher

Wiley

Subject

General Energy,General Materials Science,General Chemical Engineering,Environmental Chemistry

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