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An efficient synthesis of 2-(trifluoromethyl)-2H-[1,3]oxazino[2,3-a] isoquinolines via a three-component cascade approach using a continuous-flow microreactor
The three-component reaction between an isoquinoline, a dialkyl acetylenedicarboxylate and 2,2,2-trifluoro-1-phenylethanone involving a 1,4-dipolar cycloaddition cascade approach is developed using a continuous-flow microreactor. The reaction conditions (solvent, flow rate and temperature) are optimized leading to the synthesis 2-(trifluoromethyl)-2H-[1,3]oxazino[2,3-a] isoquinoline derivatives in 79-83% isolated yields, whilst eliminating the formation of 11bH-pyrido[2,1-a]isoquinoline-1,2,3,4-tetracarboxylate by-products. The continuous-flow method is also applied to similar reactions using aromatic aldehydes as the carbonyl component. Georg Thieme Verlag Stuttgart ¡¤ New York.
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Reference£º
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem