4.5 Article

Visible Light Photocatalytic Synthesis of Tetrahydroquinolines Under Batch and Flow Conditions

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2020, 期 37, 页码 5995-5999

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202001018

关键词

Photocatalysis; Flow chemistry; Aryl-iodine reduction; Cyclization; Photoredox

资金

  1. European Research Council (ERC-CoG) [647550]
  2. Spanish Government [RTI2018-095038-B-I00]
  3. European Structural Funds [S2018/NMT-4367]
  4. Comunidad de Madrid [IND2019/AMB-17142]
  5. Comunidad Autonoma de Madrid

向作者/读者索取更多资源

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 ofN-free tetrahydroquinolines fromN-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.

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