Synthesis of lactone-fused pyrroles by ruthenium-catalyzed 1,2-carbon migration-cycloisomerization

Synthesis of lactone-fused pyrroles by ruthenium-catalyzed 1,2-carbon migration-cycloisomerization
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钌催化1,2-碳迁移-环化异构化合成内酯稠合吡咯

DOI:
10.1039/c9ob02363a
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发表时间:
2020
影响因子:
3.2
通讯作者:
Shinichi Saito
Shinichi Saito
中科院分区:
化学3区
文献类型:
--
作者:
Takuma Watanabe;Yuichiro Mutoh;Shinichi Saito

文献摘要

相似文献

开发了钌催化的 3-氨基-4-炔基-2H-苯并吡喃-2-酮通过 1,2-碳迁移的环异构化。各种 1-芳基苯并[3,4-b]吡咯-4(3H)-酮的合成效果良好至优异。该反应应用于海洋天然产物宁加林B和海带素H的正式全合成,并实现了γ-丁内酯稠合吡咯衍生物的高效合成。
A ruthenium-catalyzed cycloisomerization of 3-amino-4-alkynyl-2H-chromen-2-ones via 1,2-carbon migration was developed. Various 1-arylchromeno[3,4-b]pyrrol-4(3H)-ones were synthesized in good to excellent yields. The reaction was applied to the formal total synthesis of marine natural products Ningalin B and Lamellarin H. The efficient synthesis of γ-butyrolactone-fused pyrrole derivatives was also achieved.