Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 35, Pages 12206-12210Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201905971
Keywords
alkynes; annulations; photochemistry; radicals; thiophenes
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Funding
- National Natural Science Foundation of China [21520102003, 21701127, 21390402]
- Hubei Province Natural Science Foundation of China [2017CFA010, 2017CFB152]
- Program of Introducing Talents of Discipline to Universities of China (111 Program)
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The [4+2] annulation represents an elegant and versatile synthetic protocol for the construction of benzene rings. Herein, a strategy for visible-light induced [4+2] annulation of thiophenes and alkynes, to afford benzene rings, is presented. Under simple and mild reaction conditions, the ready availability and structural diversity of thiophenes and alkynes permit the facile synthesis of several substituted aromatic rings. Valuable drugs and amino acids are also well tolerated. Moreover, DFT calculations explain the high regioselectivity of the reaction.
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