Regioselective synthesis of 3-substituted pyrroles by nucleophilic addition of 3-(1-arylsulfonylalkyl) pyrroles activated under basic or acid conditions

Martinelli F.; Palmieri A.; Petrini M.

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Regioselective synthesis of 3-substituted pyrroles by nucleophilic addition of 3-(1-arylsulfonylalkyl) pyrroles activated under basic or acid conditions

机译：通过亲核加成在碱性或酸性条件下活化的3-（1-芳基磺酰基烷基）吡咯的区域选择性合成3-取代的吡咯

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Conditioned pyrroles! Sulfonyl pyrroles, obtained regioselectively from commercial N-triisopropylsilylpyrrole, undergo removal of the arylsulfonyl group under basic or acidic conditions to give vinylogous imino-like derivatives (see scheme; TIPS=triisopropylsilyl). These electrophilic intermediates react with nucleophilic reagents to give 3-functionalized pyrroles.

机译：条件吡咯！从市售N-三异丙基甲硅烷基吡咯区域选择性地获得的磺酰基吡咯在碱性或酸性条件下经历芳基磺酰基的去除，以得到乙烯基亚氨基样衍生物（参见方案; TIPS ＝三异丙基甲硅烷基）。这些亲电子中间体与亲核试剂反应，生成3-官能化的吡咯。

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《Chemistry: A European journal》 |2011年第26期|共5页
作者
Martinelli F.; Palmieri A.; Petrini M.;
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正文语种 eng
中图分类应用化学;
关键词
carbonyl compounds; heterocycles; imino compounds; nucleophilic addition; pyrroles;

机译：羰基化合物;杂环;亚氨基化合物;亲核加成;吡咯;

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1. Regioselective synthesis of 3-substituted pyrroles by nucleophilic addition of 3-(1-arylsulfonylalkyl) pyrroles activated under basic or acid conditions [J] . Martinelli F., Palmieri A., Petrini M. Chemistry: A European journal . 2011,第26期

机译：通过亲核加成在碱性或酸性条件下活化的3-（1-芳基磺酰基烷基）吡咯的区域选择性合成3-取代的吡咯
2. Asymmetric Synthesis of 1,1,1-Triarylethanes by Chiral Imidodiphosphoric Acid Catalyzed Nucleophilic Addition of Pyrrole and Indoles to 3-Vinylindoles [J] . Guan Xu-Kai, Zhang Heng, Gao Ji-Gang, The Journal of Organic Chemistry . 2019,第19期

机译：通过手性酰亚胺二磷酸的不对称合成1,1,1-三烷基烷催化吡咯和吲哚至3-乙烯基吲哚的亲核酸加入
3. Highly efficient regioselective synthesis of pyrroles via a tandem enamine formation-Michael addition-cyclization sequence under catalyst- and solvent-free conditions [J] . Vivekanand Thavaraj, Vinoth Perumal, Agieshkumar B., Green chemistry . 2015,第6期

机译：在无催化剂和无溶剂条件下，通过串联烯胺形成-迈克尔加成环化序列高效进行吡咯的区域选择性合成
4. Indium-Catalyzed Three Component Reaction of Alkynes,Pyrroles and Hydrosilanes:Regioselective beta-Alkylation of Pyrroles [C] . Teruhisa Tsuchimoto, Tatsuya Wagatsuma, Taku Ainoya Symposium on Organometallic Chemistry . 2007

机译：铟催化炔烃，吡咯和氢硅烷的三种组分反应：胃肠杆菌的区域选择性β-烷基化
5. Green chemistry in pyrrole synthesis. I. Solvent effect in Barton-Zard pyrrole synthesis: An improved synthesis of 3,4-dialkyl-1H-pyrrole-2-carboxylates. II. A novel route for the synthesis of pharmaceutically important pyrrole derivatives. [D] . Cherukuri, Sankara R. 2005

机译：吡咯合成中的绿色化学。 I.Barton-Zard吡咯合成中的溶剂作用：3，4-二烷基-1H-吡咯-2-羧酸酯的改进的合成。二。合成重要的吡咯衍生物的新途径。
6. Correction to Highly Regioselective Synthesisof Oxindolyl-Pyrroles and Quinolines via a One-Pot Sequential Meyer–SchusterRearrangement Anti-Michael Addition/C(sp3)–HFunctionalization and Azacyclization [O] . Srinivasarao Yaragorla, *, Ravikrishna Dada, 2018

机译：对高度区域选择性合成的修正一锅顺序Meyer–Schuster制备氧吲哚-吡咯和喹啉重排反迈克尔加法/ C（sp3）–H功能化和氮杂环化
7. Correction to “Highly Regioselective Synthesis of Oxindolyl-Pyrroles and Quinolines via a One-Pot, Sequential Meyer–Schuster Rearrangement, Anti-Michael Addition/C(sp3)–H Functionalization, and Azacyclization” [O] . Srinivasarao Yaragorla, Ravikrishna Dada, P. Rajesh, 2018

机译：通过单锅，顺序Meyer-Schuster重排，抗Michael添加/ C（SP3）-H官能化和氮杂环的“高度区域选择性合成氧基吡咯和喹啉的氧基 - 吡咯和喹啉的高度区域选择性合成。

Regioselective synthesis of 3-substituted pyrroles by nucleophilic addition of 3-(1-arylsulfonylalkyl) pyrroles activated under basic or acid conditions

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