Tin(iv) chloride mediated (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives-Reference-Cited by-同舟云学术

Tin(iv) chloride mediated (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives

Published:2021 Issue:25 Volume:11 Page:14980-14985
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Thangamani Murugesan¹²³⁴,Thangamalar Subaramaniam¹²³⁴,Srinivasan Kannupal¹²³⁴^ORCID

Affiliation:

1. School of Chemistry

2. Bharathidasan University

3. Tiruchirappalli-620024

4. India

Abstract

A (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles is reported for the diastereoselective synthesis of 5-vinyl-1-pyrroline derivatives in 60–88% yields.

Funder

Science and Engineering Research Board

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/RA/D1RA01194D

Reference44 articles.

1. Donor−Acceptor-Substituted Cyclopropane Derivatives and Their Application in Organic Synthesis

2. Recent advances in donor–acceptor (DA) cyclopropanes

3. A New Golden Age for Donor-Acceptor Cyclopropanes

4. Cyclization and annulation reactions of nitrogen-substituted cyclopropanes and cyclobutanes

5. The Annulation of Nitrones and Donor-Acceptor Cyclopropanes: A Personal Account of our Adventures to Date

Cited by 4 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Intramolecular 1,2-Aroyl Migration in Spiro Donor–Acceptor Cyclopropanes: Formation of 1,4-Naphthoquinones and 1-Naphthols as Ring-Expansion Products;The Journal of Organic Chemistry;2024-04-09

2. Tandem Dearomative/Rearomative (3 + 2) Annulation of Aroyl-Substituted Donor–Acceptor Cyclopropanes with Benzothiazoles;The Journal of Organic Chemistry;2023-03-06

3. A metal-free BF₃·OEt₂ mediated chemoselective protocol for the synthesis of propargylic cyclic imines;Organic & Biomolecular Chemistry;2022

4. Expanding Stereoelectronic Limits of endo-tet Cyclizations: Synthesis of Benz[b]azepines from Donor–Acceptor Cyclopropanes;Journal of the American Chemical Society;2021-08-18