Solvent-Controlled Switchable Domino Reactions of MBH Carbonate: Synthesis of Benzothiophene Fused α-Pyran, 2,3-Dihydrooxepine, and Oxatricyclodecene Derivatives,Organic Letters

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Solvent-Controlled Switchable Domino Reactions of MBH Carbonate: Synthesis of Benzothiophene Fused α-Pyran, 2,3-Dihydrooxepine, and Oxatricyclodecene Derivatives
Organic Letters ( IF 4.9 ) Pub Date : 2017-11-02 00:00:00 , DOI: 10.1021/acs.orglett.7b02916
Jiru Jia ₁ , Aimin Yu ₁ , Shanshan Ma ₁ , Youquan Zhang ₁ , Ke Li ₁ , Xiangtai Meng ₁

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Solvent-controlled switchable domino reactions between 2-alkylidenebenzothiophene-3(2H)-ones and Morita–Baylis–Hillamn (MBH) carbonate were developed. All domino reactions exhibited excellent regioselectivity, producing a broad spectrum of benzothiophene-fused α-pyran, 2,3-dihydrooxepine, and oxatricyclodecene derivatives. Furthermore, [4 + 2], [4 + 3], and related domino reactions from identical substrates can be controlled.

中文翻译：

MBH碳酸盐的溶剂控制的可转换多米诺反应：苯并噻吩熔融的α-吡喃，2,3-二氢氧杂环庚烷和氧三环癸烯衍生物的合成

开发了2-亚烷基苯并噻吩-3（2 H）-酮与Morita-Baylis-Hillamn（MBH）碳酸酯之间的溶剂控制可转换多米诺反应。所有的多米诺反应都表现出优异的区域选择性，产生了广谱的苯并噻吩稠合的α-吡喃，2,3-二氢氧杂环丁烷和草三环癸烯衍生物。此外，可以控制[4 + 2]，[4 + 3]和来自相同底物的相关多米诺骨牌反应。

更新日期：2017-11-02

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