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Continuous Flow Synthesis of 2 H ‐Thiopyrans via thia ‐Diels–Alder Reactions of Photochemically Generated Thioaldehydes
Author(s) -
Sachse Florian,
Gebauer Konrad,
Schneider Christoph
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001343
Subject(s) - chemistry , continuous flow , diels–alder reaction , flow chemistry , photochemistry , combinatorial chemistry , organic chemistry , catalysis , physics , mechanics
Herein, we report a novel protocol for the photochemical generation of thioaldehydes in a continuous flow process which were in situ reacted with electron rich 1,3‐butadienes in thia ‐Diels–Alder reactions. A broad range of 3,6‐dihydro‐2 H ‐thiopyrans were formed as products in much higher yields and productivities as compared to classical batch processes. Moreover, greatly reduced reaction times and a facile large‐scale preparation of products were achieved by fully exploiting the advantages of continuous flow technology.