3D‐Printed Polypropylene Continuous‐Flow Column Reactors: Exploration of Reactor Utility in SNAr Reactions and the Synthesis of Bicyclic and Tetracyclic Heterocycles. Issue 44 (13th September 2017)

• Record Type: Journal Article
• Authors: Rao, Zenobia X.; Patel, Bhaven; Monaco, Alessandra; Cao, Zi Jing; Barniol‐Xicota, Marta; Pichon, Enora; Ladlow, Mark; Hilton, Stephen T.
• Other Names: Wirth Thomas guestEditor.
• Is Part Of: European journal of organic chemistry. Issue 44(2017)
• Page Start: 6499
• Page End: 6504
• Publication Date: 2017-09-13
• Subjects: Continuous flow -- 3D‐printing -- Synthetic methods -- Heterocycles -- Nucleophilic substitution; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201701111
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : 3D printing has the potential to transform the way in which chemical reactions are carried out due to its low‐cost, ease‐of‐use as a technology and its capacity to expedite the development of iteratively enhanced prototypes. In this present study, we developed a novel, low‐cost polypropylene (PP) column reactor that was incorporated into an existing continuous‐flow reactor for the synthesis of heterocycles. The utility and solvent resistance of the printed devices were explored in SN Ar reactions to produce substituted aniline derivatives and in the synthesis of bicyclic and tetracyclic heterocycles. Using this approach, a range of heterocyclic compounds was synthesised including the core structure of the natural product (±)‐γ‐lycorane and structurally complex compounds based on the tetracyclic core of the erythrina alkaloids. Abstract : Low‐cost inert polypropylene (PP) continuous‐flow reactors were designed and 3D‐printed for use in a FlowSyn continuous‐flow reactor. Reactor utility was explored in reactions ranging from SN Ar reactions to formation of complex heterocycles. It was shown that they are an inexpensive source of reactors for continuous flow, facilitating the synthesis of a range of heterocycles.