4.7 Article

Visible-light-induced regioselective cross-dehydrogenative coupling of 2-isothiocyanatonaphthalenes with amines using molecular oxygen

Journal

SCIENCE CHINA-CHEMISTRY
Volume 63, Issue 11, Pages 1652-1658

Publisher

SCIENCE PRESS
DOI: 10.1007/s11426-020-9811-6

Keywords

visible light; cross-dehydrogenative coupling; C-S bond; synthetic methods; metal-free

Funding

  1. National Natural Science Foundation of China [21302110, 21702119]
  2. Natural Science Foundation of Shandong Province [ZR2016JL012, ZR2017QB001]
  3. Scientific Research Foundation of Qingdao University of Science and Technology
  4. Natural Science Foundation of Liaoning Province [20180550882]
  5. Program for Creative Talents in University of Liaoning Province

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An efficient and eco-friendly protocol for the construction of naphtho[2,1-d]thiazol-2-amines through visible-light photoredoxcatalyzed C(sp(2))-H/S-H cross-dehydrogenative coupling reactions between 2-isothiocyanatonaphthalenes and amines was established. In this reaction, the new C-N and C-S bonds are formed simultaneously in a single step. This new method provides a straightforward approach for constructing valuable sulfur-containing compounds.

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