Periodic Reporting for period 1 - AsymmFlow (Go with the continuous flow: Asymmetric Synthesis of Bioactive Alkaloids by Multistep Continuous-Flow Processes)
Periodo di rendicontazione: 2020-09-01 al 2022-08-31
The overall aim of AsymmFlow is to provide new sustainable tools for the synthesis of tetrahydro-β-carboline (THβC) derivatives, ranging from quaternary substituted and spiro compounds, which show potent anticancer and antimalarial activity. The advances provided through the project could be translated in future reduced cost and time production of such drugs. Thus, the results of the current project could be translated to an economic impact on human health. Furthermore, the explored synthetic route involves continuous flow chemistry and is in alignment with the principles of green chemistry; thus, the project also contributes with a positive impact on the environment.
AsymmFlow proposes the use of reusable immobilized organocatalysts by integrating them into continuous flow reactors to establish faster, safer, and a greener protocol for the enantioselective synthesis of THβC derivatives.
The specific objectives of the action have been:
1. Synthesis and characterization of asymmetric immobilized catalysts starting from proline and BINOL derivatives
2. Optimization of reaction conditions for the asymmetric synthesis of THβCs and Michael adducts under batch/continuous flow operation using immobilized catalysts
3. Synthesis of quaternary tryptolines, such as Spiroindolinones, and indoloquinolizidines in continuous flow.
Exploitation and dissemination:
Talk/Oral communications/Poster presentation during MSCA-IF program:
1) Oral communication entitled “Immobilized organocatalyst for asymmetric Michael addition in batch/flow: Diastereoselective synthesis of diverse indoloquinolizidines in flow” at International Symposium on Green Chemistry (ISGC 2022), La Rochelle, France (16-20 May, 2022), in-person conference.
2) Poster presentation at “8th Conference on Frontiers in Organic Synthesis Technology” (FROST-8) by Flow Chemistry Society, Budapest, Hungary (24-26 November, 2021), in-person conference.
3) Invited talk entitled “Polymer supported asymmetric organocataylsis in continuous-flow: A powerful strategy for process intensification” international e-conference 2022 on current research in chemistry and nanosciences, India, virtual conference.
4) Invited talk in international e-conference on “Merging Continuous Flow Chemistry and Supported Catalysis for the Synthesis of Bioactive Molecules” at Department of Chemistry, A. S. & C. College, Manmad, Nashik, India (21/09/2021), virtual conference.