Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines

Bhandari Sonal; Sana Sravani; Lahoti Vandana; Tokala Ramya; Shankaraiah Nagula

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Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines

机译：活性螺氮杂氨氨酸氧吲哚的开环环化用杂种丁：螺氧吲哚稠合吡咯啉吲哚啉的容易合成方法

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Herein, we report a facile tandem approach for the synthesis of both spiro-oxindole-fused pyrroloindolines and benzofurano-pyrrolidines via a Lewis acid-catalyzed domino ring-opening with concomitant ring annulation using activated spiro-aziridines and heteroarenes. This method offers a new class of novel spiro-fused polycyclic pyrrolidines in a one-pot and sustainable manner with good yields and high diastereoselectivity. In addition, the structure of 3d was confirmed by single X-ray crystallography analysis.

机译：在此，我们报告了通过使用活化的螺氮化吡啶和杂硼酸和杂种的Lewis酸催化的Domino开环合成螺氧吲哚稠合的吡咯曲线和苯并呋喃 - 吡咯啉和苯并呋喃 - 吡咯烷的容易串联方法。该方法提供了一类新型新型螺丝熔融多环吡咯烷，以单罐和可持续的方式，具有良好的产量和高的非对映选择。此外，通过单X射线晶体学分析证实了3D结构。

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《RSC Advances》 |2020年第27期|共9页
作者
Bhandari Sonal; Sana Sravani; Lahoti Vandana; Tokala Ramya; Shankaraiah Nagula;
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作者单位

Natl Inst Pharmaceut Educ &

Res NIPER Dept Med Chem Hyderabad 500037 India;

Natl Inst Pharmaceut Educ &

Res NIPER Dept Med Chem Hyderabad 500037 India;

Natl Inst Pharmaceut Educ &

Res NIPER Dept Med Chem Hyderabad 500037 India;

Natl Inst Pharmaceut Educ &

Res NIPER Dept Med Chem Hyderabad 500037 India;

Natl Inst Pharmaceut Educ &

Res NIPER Dept Med Chem Hyderabad 500037 India;

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1. Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines [J] . Bhandari Sonal, Sana Sravani, Lahoti Vandana, RSC Advances . 2020,第27期

机译：活性螺氮杂氨氨酸氧吲哚的开环环化用杂种丁：螺氧吲哚稠合吡咯啉吲哚啉的容易合成方法
2. Lewis Acid-Catalyzed Malonate Addition onto 3-Hydroxy-2-oxindoles: Mechanistic Consideration and Synthetic Approaches to the Pyrroloindoline Alkaloids [J] . Babu K. Naresh, Kariyandi Nikhil Raj, Saheeda Saina M. K., The Journal of Organic Chemistry . 2018,第20期

机译：Lewis酸催化剂加入3-羟基-2-氧吲哚（The-Hydroxy-2-肟）：机械考虑和合成方法给吡咯啉天然碱
3. Lewis‐Acid‐Catalysed Reaction of 3‐Hydroxy‐2‐oxindoles with Terminal Alkynes: Synthetic Approaches to the Pyrroloindoline Alkaloids [J] . Kinthada Lakshmana K., Babu K. Naresh, Padhi Dikshaa, European journal of organic chemistry . 2017,第21期

机译：具有末端醇酸酯的3-羟基-2-氧吲哚的Lewis-酸催化的反应：吡咯啉天然组合物的合成方法
4. Facile Approach to Polyurea/malonamide Dendrons via Selective Ring-Opening Addition Reaction of Azetidine-2,4-dione [C] . Ru-Jong Jeng, Chih-Ping Chen, Shenghong A. Dai Division of Polymeric Material: Science and Engineering American Chemical Society meeting . 2004

机译：通过选择性开环加成偶氮-2,4-二酮的选择性开环加成反应的聚脲/麦芽酰胺树枝状体的容纳方法
5. Chapter 1: Part 1: A Unique Approach of Preparing 3,3-Disubstituted Oxindoles from Acyclic Tetrasubstituted Aldehydes: Total Synthesis of (-)-Coerulescine and (-)-Coixspirolactam A, Chapter 1: Part 2: Synthetic Scope of Br?nsted Acid Catalyzed Reactions o [D] . Ali, Md Shahnawaz. 2021

机译：第1章：第1部分：从环碳四取代的醛制备3,3-二取代的氧吲哚的独特方法：全合成（ - ） - Coerularcine和（ - ） - Coxspirolactam A，第1章：第2部分：BR的合成范围：NSTED 酸催化反应o
6. Facile synthesis of 1H-imidazo12-bpyrazoles via a sequential one-pot synthetic approach [O] . András Demjén, Márió Gyuris, János Wölfling, 2014

机译：通过顺序一锅合成法轻松合成1H-咪唑并12-b吡唑
7. Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines [O] . Sonal Bhandari, Sravani Sana, Vandana Lahoti, 2020

机译：活性螺氮杂氨氨酸氧吲哚的开环环化用杂种丁：螺氧吲哚稠合吡咯啉吲哚啉的容易合成方法

Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines

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