K2CO3-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts-Reference-Cited by-同舟云学术

K2CO3-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts

Published:2023-01-19 Issue:3 Volume:28 Page:1034
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Yang Guosheng¹,Li Sicheng²,Wang Qiumi¹,Chen Huabao³^ORCID,Yang Chunping³^ORCID,Yin Zhongqiong⁴,Song Xu⁴^ORCID,Zhang Li¹,Lu Cuifen⁵,Yue Guizhou¹^ORCID

Affiliation:

1. College of Science, Sichuan Agricultural University, Ya’an 625014, China

2. The Yingjing County Emergency Management Agency, Ya’an 625200, China

3. College of Agronomy, Sichuan Agricultural University, Chengdu 611130, China

4. College of Veterinary Medicine, Sichuan Agricultural University, Chengdu 611130, China

5. Hubei Collaborative Innovation Center for Advanced Organochemical Materials & Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, China

Abstract

The synthesis of dicyclic spiropyridazine oxoindole derivatives by using [3+3]-cycloaddition of N-unsubstituted isatin N,N′-cyclic azomethine imine 1,3-dipoles was reported. The products bearing two consecutive stereocenters, including spiroquaternary stereocenters in one ring structure, can be effectively obtained in moderate to excellent yields (20–93%) and low to moderate diastereoselectivities (1:9–10:1 dr). The synthesized compounds (>35 examples) were characterized by single-crystal XRD, FTIR, NMR, and mass spectral analysis.

Funder

Sichuan Science and Technology Program

National Key R&D Program of China

Program Sichuan Veterinary Medicine and Drug Innovation Group of China Agricultural Research System

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Link

https://www.mdpi.com/1420-3049/28/3/1034/pdf

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