Continuous flow processing as a tool for the generation of terpene-derived monomer libraries

Author(s)

Galaverna, Renan ^[1] ; Fernandes, Lucas P. ^[1] ; Browne, Duncan L. ^[2] ; Pastre, Julio C. ^[1]

Affiliation

^[1] Univ Campinas UNICAMP, Inst Chem, POB 6154, BR-13083970 Campinas, SP - Brazil

^[2] Cardiff Univ, Sch Chem, Main Bldg, Pk Pl, Cardiff CF10 3AT, S Glam - Wales

• Document type: Journal article
• Source: REACTION CHEMISTRY & ENGINEERING; v. 4, n. 2, p. 362-367, FEB 1 2019.
• Web of Science Citations: 2

Abstract

We report the development of a continuous flow approach for the preparation of two bio-derived monomer libraries. A small range of terpenes (ocimene, myrcene, -terpinene, -phellandrene, isoprene, and farnesene) have been used as the base set for the library, with the first library derived from a Diels-Alder reaction with the platform chemical maleic anhydride. The second library requires the derivatization of the first through a hydrogenation reaction. The potential for scale-up of both libraries has been demonstrated, with the Diels-Alder process delivering 10.5 grams of the product in 3 hours and the hydrogenation process delivering 10 grams of the material in 16 hours. (AU)

• FAPESP's process: 14/25770-6 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes
• Grantee: Carlos Roque Duarte Correia
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 14/26378-2 - Development of methodologies and synthetic processes employing a new technological platform: micro and meso reactor assisted synthesis of natural products and derivatives with potential pharmacological activity
• Grantee: Júlio Cezar Pastre
• Support Opportunities: Research Grants - Young Investigators Grants