Nazarov cyclization of 1,4-pentadien-3-ols: preparation of cyclopenta[b]indoles and spiro[indene-1,4'-quinoline]s.

Zhiming Wang, Xingzhu Xu, Zhanshou Gu, Wei Feng, Houjun Qian, Zhengyi Li, Xiaoqiang Sun, Ohyun Kwon

Abstract read

In one paragraph

Article in Chemical communications (Cambridge, England), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

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2citing papers in PubMed

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1 · What the graph read from it

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3 · Its place in the literature

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2 citing papers in PubMed.

Nitrogen-interruptedChemical science · 2023
Article
Recent metal-catalysed approaches for the synthesis of cyclopenta[RSC advances · 2018
Review

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5 · Who and what money

Authors and funding

8 authors.

Zhiming WangJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China. zhiming@cczu.edu.cn.

Xingzhu XuJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China. zhiming@cczu.edu.cn.

Zhanshou GuJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China. zhiming@cczu.edu.cn.

Wei FengJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China. zhiming@cczu.edu.cn.

Houjun QianJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China. zhiming@cczu.edu.cn.

Zhengyi LiJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China. zhiming@cczu.edu.cn.

Xiaoqiang SunJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China. zhiming@cczu.edu.cn.

Ohyun KwonDepartment of Chemistry and Biochemistry, University of California, Los Angeles, 607 Charles E. Young Drive East, Los Angeles, CA 90095-1569, USA. ohyun@chem.ucla.edu.

Funding

Phosphine-Catalyzed Annulations and Their ApplicationsR01GM071779 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI OHYUN KWON · 2006 to 2026

$5.7M

NIGMS NIH HHS R01 GM071779

6 · The paper itself

Abstract

The first Lewis acid-catalyzed intramolecular interrupted Nazarov cyclization of 1,4-pentadien-3-ols is described. Using FeBr3 as the catalyst, a series of new substituted cyclopenta[b]indoles was prepared-through a sequence of Nazarov cyclization, nucleophilic amination, and isomerization-with good yields and high diastereo- and regioselectivities. A similar catalytic process was also developed for the synthesis of structurally interesting spiro[indene-1,4'-quinoline]s.

Identifiers

PMID26771024

DOI10.1039/c5cc08596a

PMCPMC5560599

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