Novel approach for the synthesis of N-unsubstituted 2,3,5,6-tetrahydro-4H-2,6-methano-1,3-benzoxazocine-4-thiones

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作者
Alexander V. Borisov
Svitlana S. Kovalenko
Sergiy M. Kovalenko
机构
[1] Latvian Institute of Organic Synthesis,
[2] Enamine Ltd.,undefined
[3] National University of Pharmacy,undefined
[4] V. N. Karazin Kharkiv National University,undefined
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关键词
lortalamine; 2,6-methano-1,3-benzoxazocine-4-thiones; 6-methano-1,3-benzoxazocin-4-one; pyridoxal; tandem reaction;
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摘要
An efficient one-pot method for the synthesis of 2,3,5,6-tetrahydro-4H-2,6-methano-1,3-benzoxazocine-4-thiones in high yields has been developed via regioselective tandem reaction of coumarin-3-thioamides and ketones containing different methylene groups. Further oxidation with hydrogen peroxide under basic conditions leads to the formation of N-unsubstituted derivatives of 2,3,5,6-tetrahydro-4H-2,6-methano-1,3-benzoxazocin-4-one.
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页码:678 / 681
页数:3
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