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- Title
Scandium(III)‐Triflate‐Catalyzed Pinacol‐Pinacolone Rearrangement and Cyclization of 1,2‐Diaryl‐1,2‐Ethanediol: A Versatile Synthesis of 1‐Aryl‐2,3‐Dihydro‐1H‐3‐Benzazepines.
- Authors
Ieawsuwan, Winai; Pingaew, Ratchanok; Kunkaewom, Sukanya; Ploypradith, Poonsakdi; Ruchirawat, Somsak
- Abstract
An efficient scandium(III)‐triflate‐catalyzed pinacol‐pinacolone rearrangement and cyclization of 1,2‐diaryl‐1,2‐ethanediol has been developed, providing a variety of 2,3‐dihydro‐1H‐3‐benzazepine derivatives in good yields. The obtained products could be transformed to other valuable building blocks for the synthesis of some biologically active compounds or natural products. Moreover, this protocol was also successfully employed for the synthesis of the corresponding 1‐phenyl‐3,4,5,6‐tetrahydrobenzo[d]azocine and 3‐phenylisoquinoline products.
- Subjects
PINACOL rearrangement; SCANDIUM; BIOACTIVE compounds; NATURAL products
- Publication
Asian Journal of Organic Chemistry, 2019, Vol 8, Issue 8, p1441
- ISSN
2193-5807
- Publication type
Article
- DOI
10.1002/ajoc.201900318