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Visible Light Photocatalytic Synthesis of Tetrahydroquinolines Under Batch and Flow Conditions
Author(s) -
GonzálezMuñoz Daniel,
NovaFernández José Luis,
Martinelli Ada,
PascualCoca Gustavo,
Cabrera Silvia,
Alemán José
Publication year - 2020
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.202001018
Subject(s) - chemistry , photocatalysis , flow chemistry , visible spectrum , combinatorial chemistry , reaction mechanism , reaction conditions , photochemistry , continuous flow , organic chemistry , catalysis , biochemical engineering , physics , optoelectronics , engineering
In this work, we describe the use of visible light and a photocatalytic system for the cyclization of iodoaryl vinyl derivatives to tetrahydroquinoline structures. The reaction proceeds under very mild conditions, tolerates different functional groups and more importantly, the method allows the synthesis of N ‐free tetrahydroquinolines from N ‐unprotected starting materials. In addition, the reaction can also be performed using flow‐chemistry. Finally, a mechanistic proposal based on some mechanistic studies has been described.