Insights into the unexpected chemoselectivity in Brønsted acid catalyzed cyclization of isatins with enaminones: convenient synthesis of pyrrolo[3,4-c]quinolin-1-ones and spirooxindoles-Reference-Cited by-同舟云学术

Insights into the unexpected chemoselectivity in Brønsted acid catalyzed cyclization of isatins with enaminones: convenient synthesis of pyrrolo[3,4-c]quinolin-1-ones and spirooxindoles

Published:2016 Issue:51 Volume:52 Page:8002-8005
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Xu Hui¹²³⁴,Zhou Bei⁵⁶⁷⁸³,Zhou Pan¹²³⁴,Zhou Jie⁵⁶⁷⁸³,Shen Yuehai¹²³⁴,Yu Fu-Chao¹²³⁴,Lu Ling-Ling¹²³⁴

Affiliation:

1. Faculty of Life Science and Technology

2. Kunming University of Science and Technology

3. Kunming

4. P. R. China

5. Key Laboratory of Medicinal Chemistry for Natural Resource (Yunnan University)

6. Ministry of Education

7. School of Chemical Science and Technology

8. Yunnan University

Abstract

Chemoselective [1+2+3] vs. cascade cyclization has been developed by switching Brønsted acid, offering a divergent synthesis of pyrrolo[3,4-c]quinolin-1-ones and spirooxindoles.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2016/CC/C6CC02659A

Reference45 articles.

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2. Pyrrolo[3,4-c]quinoline-1,3-diones as potent caspase-3 inhibitors. Synthesis and SAR of 2-substituted 4-methyl-8-(morpholine-4-sulfonyl)-pyrrolo[3,4-c]quinoline-1,3-diones

3. Structure-Based Design of Spiro-oxindoles as Potent, Specific Small-Molecule Inhibitors of the MDM2−p53 Interaction

4. A regio- and stereoselective 1,3-dipolar cycloaddition for the synthesis of novel spiro-pyrrolothiazolyloxindoles and their antitubercular evaluation

5. An Expedient and Divergent Tandem One-Pot Synthesis of Pyrimidin-2,4-diones Using the Blaise Reaction Intermediate

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