Intramolecular cyclization reactions of arylpropargyl amides of electron-deficient α,β-alkenyl carboxylates and related compounds-Reference-Cited by-同舟云学术

Intramolecular cyclization reactions of arylpropargyl amides of electron-deficient α,β-alkenyl carboxylates and related compounds

Published:2023 Issue:10 Volume:21 Page:2172-2187
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Wang Zhichao¹,Yamazaki Shoko²^ORCID,Morimoto Tsumoru³^ORCID,Takashima Hiroshi⁴^ORCID,Nakaoku Ayane⁴,Shimizu Makoto⁴,Ogawa Akiya¹^ORCID

Affiliation:

1. Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Gakuen-cho 1-1, Nakaku, Sakai, Osaka 599-8531, Japan

2. Department of Chemistry, Nara University of Education, Takabatake-cho, Nara 630-8528, Japan

3. Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST), Takayama, Ikoma, Nara 630-0192, Japan

4. Department of Chemistry, Faculty of Science, Nara Women's University, Nara 630-8506, Japan

Abstract

Reactions of arylpropargyl amides of fumarate with a base by heating in xylenes under air gave benz[f]isoindolines. Heating the amides of fumarate and ethenetricarboxylate in DMSO gave aroyl-substituted pyrrolidines, probably via addition of water.

Funder

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB00129F

Reference52 articles.

1. A Novel Metal Iodide Promoted Three-Component Synthesis of Substituted Pyrrolidines

2. Asymmetric Multicomponent Reactions: Diastereoselective Synthesis of Substituted Pyrrolidines and Prolines

3. Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines

4. Synthesis of Pyrrolidines via Palladium(II)-Catalyzed Aerobic Oxidative Carboamination of Butyl Vinyl Ether and Styrenes with Allyl Tosylamides

5. Controllable Tandem [3+2] Cyclization of Aromatic Aldehydes with Maleimides: Rhodium(III)-Catalyzed Divergent Synthesis of Indane-Fused Pyrrolidine-2,5-dione

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