Facile Synthesis of Spirocyclic Tetrahydroquinolines via C(sp3)–H Functionalization in a Cascade Redox Process-Reference-Cited by-同舟云学术

Facile Synthesis of Spirocyclic Tetrahydroquinolines via C(sp3)–H Functionalization in a Cascade Redox Process

Published:2021-10-25 Issue: Volume: Page:
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Xiao Jian¹,Yu Shitao²,Yu Liping²³,Qiu Bin¹,Dong Peizhen¹

Affiliation:

1. College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University

2. College of Chemical Engineering, Qingdao University of Science and Technology

3. College of Landscape and Forestry, Qingdao Agricultural University

Abstract

AbstractAn environmentally benign cascade redox process was developed for the efficient construction of the pharmaceutically significant spirocyclic tetrahydroquinolines via sequential SNAr/Knoevenagel condensation/[1,5]-hydride transfer/cyclization. This green transformation has the features of being catalyst-free, additive-free, operationally simple, and has high step- and atom-economy.

Funder

Taishan Scholar Project of Shandong Province

National Natural Science Foundation of China

Natural Science Foundation of Shandong Province

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0040-1720890.pdf

Reference3 articles.

1. Searching for green solvents

2. C–H Bond Functionalization via Hydride Transfer: Formation of α-Arylated Piperidines and 1,2,3,4-Tetrahydroisoquinolines via Stereoselective Intramolecular Amination of Benzylic C–H Bonds

3. A ZnCl2-Catalyzed Knoevenagel Condensation/1,5-Hydride Shift/Cyclization Sequence: Synthesis of Novel Spiroisoxazol-5-one Tetrahydroquinolines

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1. Design, Synthesis and Antifungal Activity of Novel Spiro-tetrahydroquinoline Derivatives;CHEM J CHINESE U;2023

2. Synthesis of Highly Substituted 3-Acylpyrroles by a Four-Component Sonogashira Alkynylation–Amine Addition–Nitroalkene Michael Addition–Cyclocondensation;Synlett;2023-04-19

3. The Cascade [1,5]-Hydride Shift/Intramolecular C(sp3)–H Activation: A Powerful Approach to the Construction of Spiro-Tetrahydroquinoline Skeleton;Frontiers in Chemistry;2022-04-07