A Phosphorus(III)‐Mediated (4+1)‐Cycloaddition of 1,2‐Dicarbonyls and Aza‐ o ‐Quinone Methides to Access 2,3‐Dihydroindoles

A Phosphorus(III)‐Mediated (4+1)‐Cycloaddition of 1,2‐Dicarbonyls and Aza‐ o ‐Quinone Methides to Access 2,3‐Dihydroindoles
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DOI:
10.1002/hlca.201900192
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发表时间:
2019-12
影响因子:
1.8
通讯作者:
Kaitlyn E. Eckert;Antonio J. Lepore;B. Ashfeld
Kaitlyn E. Eckert;Antonio J. Lepore;B. Ashfeld
中科院分区:
化学4区
文献类型:
--
作者:
Kaitlyn E. Eckert;Antonio J. Lepore;B. Ashfeld

文献摘要

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报道了1,2-二羰基与氮杂邻苯二酚甲醚之间的(4+1)-环加成反应,以获得带有四取代碳中心的2,3-二氢吲哚。利用双氧基磷烯作为卡宾替代物以20-90 %的产率提供二氢吲哚,其中双氧基磷烯的电子性质影响其在反应中的作用。
A (4+1)‐cycloaddition is reported between 1,2‐dicarbonyls and aza‐o‐quinone methide precursors to access 2,3‐dihydroindoles bearing a tetra‐substituted carbon center. The utilization of dioxyphospholenes as carbene surrogates provided dihydroindoles in 20–90 % yield, wherein the electronic nature of the dioxyphospholene impacts its role in the reaction.