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- Title
One‐pot synthesis of 3‐(sulfonyl)‐5,6,7,8‐tetrahydro‐4H‐pyrano[3,2‐c]pyridines through a cascade Michael/cyclization reaction.
- Authors
Wang, Dao‐Cai; Ma, Fei; Xiao, Qiang; Zhang, Chi; Huang, Mian; Liu, Xiao‐Peng
- Abstract
In this paper, a straightforward and valid three‐component Michael/cyclization reaction of (E)‐1‐methyl‐3‐(arylidene)piperidin‐4‐ones, 2‐(sulfonyl)acetonitriles, and aromatic aldehydes was explored for the preparation of potentially biologically active 3‐(sulfonyl)‐5,6,7,8‐tetrahydro‐4H‐pyrano[3,2‐c]pyridines under mild reaction conditions. More diverse 3‐(sulfonyl)‐5,6,7,8‐tetrahydro‐4H‐pyrano[3,2‐c]pyridine derivatives were constructed in satisfactory yields (up to 97%). The chemical structure of newly synthesized 3‐(sulfonyl)‐5,6,7,8‐tetrahydro‐4H‐pyrano[3,2‐c]pyridines were identified with 1H‐NMR, 13C‐NMR, and mass spectrometry analysis. The recommendable method features a simple and direct workup, easy access to initial materials, high atom utilization efficiency, high final product yields, and a wide range of substrate adaptability.
- Subjects
MASS analysis (Spectrometry); CHEMICAL structure; PYRIDINE derivatives; SULFONYL compounds; AROMATIC aldehydes; BENZOFURAN synthesis
- Publication
Journal of the Chinese Chemical Society, 2020, Vol 67, Issue 5, p821
- ISSN
0009-4536
- Publication type
Article
- DOI
10.1002/jccs.201900125