A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor Conditions

Herein, we report a simple synthetic protocol for selective epoxidation of olefins, monocyclic terpenes, and chalcones using a continuous semi-batch process in good to excellent yields. Mainly, industrial semi-batch epoxidation is an extremely risky process that includes very high safety measures to...

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Main Authors: Chidambaram R. Ramaswamy, Imam Kopparapu, Amol Raykar, Abhijeet Kulkarani, Vijaya Sankar A V, Siva Ayyanar, Akula Nagarjuna, Ravi Kumar Cheedarala
Format: Article
Language:English
Published: Elsevier 2022-12-01
Series:Results in Engineering
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S259012302200322X
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author Chidambaram R. Ramaswamy
Imam Kopparapu
Amol Raykar
Abhijeet Kulkarani
Vijaya Sankar A V
Siva Ayyanar
Akula Nagarjuna
Ravi Kumar Cheedarala
author_facet Chidambaram R. Ramaswamy
Imam Kopparapu
Amol Raykar
Abhijeet Kulkarani
Vijaya Sankar A V
Siva Ayyanar
Akula Nagarjuna
Ravi Kumar Cheedarala
author_sort Chidambaram R. Ramaswamy
collection DOAJ
description Herein, we report a simple synthetic protocol for selective epoxidation of olefins, monocyclic terpenes, and chalcones using a continuous semi-batch process in good to excellent yields. Mainly, industrial semi-batch epoxidation is an extremely risky process that includes very high safety measures to avoid the accumulation of peroxide species in the reactor during the process, which leads to accidents. To avoid the same, we have established a constant flow reactor protocol for the epoxidation of fore mentioned key synthons using a cyanamide-potassium carbonate catalytic system which helps to reduce the accumulation of the peroxide species, and also yields moderate to high yields of the desired products. The developed methodology was successfully utilized for the epoxidation of a range of aliphatic to aromatic olefins to generate corresponding epoxides. All the products and their structures were examined using 1HNMR, and 13NMR spectroscopy. More importantly, this proposed protocol is recyclable and reproducible where in using similar research conditions.
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spelling doaj.art-b008af5d497d491caca4af87edc30b252022-12-22T04:07:50ZengElsevierResults in Engineering2590-12302022-12-0116100652A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor ConditionsChidambaram R. Ramaswamy0Imam Kopparapu1Amol Raykar2Abhijeet Kulkarani3Vijaya Sankar A V4Siva Ayyanar5Akula Nagarjuna6Ravi Kumar Cheedarala7Supramolecular and Organometallic Chemistry Laboratory (SOCL), Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Palkalai Nagar, Madurai, Tamilnadu, 625 021, IndiaDepartment of Science and Humanities, Chirst University, Bangalore, 560074, IndiaFlowRHEX®, Proburgeon Pvt Ltd, A2-301, Sri Swami Samarth Landmark, Phase 2, Narhe Pune, 411041, IndiaFlowRHEX®, Proburgeon Pvt Ltd, A2-301, Sri Swami Samarth Landmark, Phase 2, Narhe Pune, 411041, IndiaDepartment of Science and Humanities, Chirst University, Bangalore, 560074, IndiaSupramolecular and Organometallic Chemistry Laboratory (SOCL), Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Palkalai Nagar, Madurai, Tamilnadu, 625 021, IndiaDepartment of Chemistry, Jawaharlal Nehru Technological University(JNTU), Kukatpally, Hyderabad, 500 050, IndiaResearch Institute of Mechatronics, Mechanical Engineering, Changwon National University, Changwondaehak-ro, Ulchang-gu, Changwon-city, 51139, South Korea; Corresponding author.Herein, we report a simple synthetic protocol for selective epoxidation of olefins, monocyclic terpenes, and chalcones using a continuous semi-batch process in good to excellent yields. Mainly, industrial semi-batch epoxidation is an extremely risky process that includes very high safety measures to avoid the accumulation of peroxide species in the reactor during the process, which leads to accidents. To avoid the same, we have established a constant flow reactor protocol for the epoxidation of fore mentioned key synthons using a cyanamide-potassium carbonate catalytic system which helps to reduce the accumulation of the peroxide species, and also yields moderate to high yields of the desired products. The developed methodology was successfully utilized for the epoxidation of a range of aliphatic to aromatic olefins to generate corresponding epoxides. All the products and their structures were examined using 1HNMR, and 13NMR spectroscopy. More importantly, this proposed protocol is recyclable and reproducible where in using similar research conditions.http://www.sciencedirect.com/science/article/pii/S259012302200322XEpoxidationFlow chemistryPlate reactorEpoxy carbonylsOlefins
spellingShingle Chidambaram R. Ramaswamy
Imam Kopparapu
Amol Raykar
Abhijeet Kulkarani
Vijaya Sankar A V
Siva Ayyanar
Akula Nagarjuna
Ravi Kumar Cheedarala
A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor Conditions
Results in Engineering
Epoxidation
Flow chemistry
Plate reactor
Epoxy carbonyls
Olefins
title A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor Conditions
title_full A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor Conditions
title_fullStr A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor Conditions
title_full_unstemmed A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor Conditions
title_short A continuous protocol for the epoxidation of olefins, monocyclic terpenes, and Alpha Beta Unsaturated Carbonyl Synthons using eco-friendly Flow Reactor Conditions
title_sort continuous protocol for the epoxidation of olefins monocyclic terpenes and alpha beta unsaturated carbonyl synthons using eco friendly flow reactor conditions
topic Epoxidation
Flow chemistry
Plate reactor
Epoxy carbonyls
Olefins
url http://www.sciencedirect.com/science/article/pii/S259012302200322X
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