Synthesis of N-Acyl Pyrroles and Isoindoles from Oxime Ester Precursors via Transition-Metal-Catalyzed Iminocarboxylation

Synthesis of N-Acyl Pyrroles and Isoindoles from Oxime Ester Precursors via Transition-Metal-Catalyzed Iminocarboxylation
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肟酯前体通过过渡金属催化亚氨基羧化合成 N-酰基吡咯和异吲哚

DOI:
10.1055/s-0042-1751377
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发表时间:
2023
期刊:
影响因子:
2
通讯作者:
Lee, Daesung
Lee, Daesung
中科院分区:
化学4区
文献类型:
--
作者:
Su, Siyuan;Lee, Daesung

文献摘要

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我们描述了Pt(II)-和Fe(III)-催化的与1,3-炔和反正炔芳烃部分结合的肟酯的亚羧化反应,随后是烯醇羧酸中间体自发的O→N酰基迁移,生成酰基吡咯和异吲哚。吡咯合成的反应范围一般,而异吲哚由于其不稳定性,形成的反应范围相对较窄。
We describe Pt(II)- and Fe(III)-catalyzed iminocarboxylations of oxime esters conjugated with 1,3-enyne and anortho-alkynylarene moiety, followed by a spontaneous O→N acyl migration of the enol carboxylate intermediate to generateN-acyl pyrroles and isoindoles. The reaction scope for pyrrole synthesis is general, whereas the formation of isoindoles has a relatively narrow scope because of their instability.