One-Carbon Oxidative Annulations of 1,3-Enynes by Catalytic C-H Functionalization and 1,4-Rhodium(III) Migration.

One-Carbon Oxidative Annulations of 1,3-Enynes by Catalytic C-H Functionalization and 1,4-Rhodium(III) Migration.
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DOI:
10.1002/chem.201706043
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发表时间:
2018-03
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影响因子:
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通讯作者:
Johnathon D Dooley;H. Lam
Johnathon D Dooley;H. Lam
中科院分区:
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文献类型:
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作者:
Johnathon D Dooley;H. Lam

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铑(III)催化的C-H官能化-氧化成环的芳香族底物与1,3-烯炔,含有烯丙基氢原子顺炔。这些反应的关键步骤是1,4-铑(III)从烯基迁移到烯丙基,得到亲电的π-烯丙基铑(III)物种。这些物质的亲核捕获产生杂环,例如苯并吡喃、异苯并呋喃酮和异吲哚啉酮。
Rhodium(III)-catalyzed C-H functionalization-oxidative annulations of aromatic substrates with 1,3-enynes that contain allylic hydrogen atoms cis to the alkyne are described. The key step in these reactions is an alkenyl-to-allyl 1,4-rhodium(III) migration to give electrophilic π-allylrhodium(III) species. Nucleophilic trapping of these species gives heterocycles such as benzopyrans, isobenzofuranones, and isoindolinones.