Single-step construction of an acetoxypyrroloindole skeleton via tandem iodocyclization/acetoxylation of indoles

Single-step construction of an acetoxypyrroloindole skeleton via tandem iodocyclization/acetoxylation of indoles
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通过吲哚串联碘环化/乙酰氧基化一步构建乙酰氧基吡咯并吲哚骨架

DOI:
10.1039/d2ob01001a
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发表时间:
2022
影响因子:
3.2
通讯作者:
Masayoshi Arai
Masayoshi Arai
中科院分区:
化学3区
文献类型:
--
作者:
Atsushi Kimishima;Hiroki Kato;Keijin Nakaguro;Masayoshi Arai

文献摘要

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报道了一种通过PhI(OAc)2/nBu 4 NI介导的串联碘环化/乙酰氧基化反应合成C3 a乙酰氧基六氢吡咯并[2,3-B]吲哚衍生物的方法。新开发的合成策略的特点是在温和的反应条件下单步组装各种C3 a乙酰氧基化的四氢吡咯-,四氢呋喃-和内酯-稠合的吲哚啉,这使得高效的不对称合成(-)-protubonine B成为可能。
A method for the synthesis of C3a acetoxy hexahydropyrrolo[2,3-b]indole derivatives via a PhI(OAc)2/nBu4NI mediated tandem iodocyclization/acetoxylation has been developed. The newly developed synthetic strategy features the single-step assembly of various C3a acetoxylated tetrahydropyrrole-, tetrahydrofuran-, and lactone-fused indolines under mild reaction conditions, which enabled efficient asymmetric synthesis of (−)-protubonine B.