Ionic Diels–Alder reaction of 3-bromofuran toward the highly electron deficient cyclobuteniminium cation: a regio- and stereoselectivity, and molecular mechanism study using DFT-Reference-Cited by-同舟云学术

Ionic Diels–Alder reaction of 3-bromofuran toward the highly electron deficient cyclobuteniminium cation: a regio- and stereoselectivity, and molecular mechanism study using DFT

Published:2015 Issue:119 Volume:5 Page:98538-98548
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Emamian Saeedreza¹²³⁴⁵,Hosseini Seyed javad¹²³⁴⁵,Ravani Khadije-sadat¹²³⁴⁵

Affiliation:

1. Chemistry Department

2. Shahrood Branch

3. Islamic Azad University

4. Shahrood

5. Iran

Abstract

The ionic Diels–Alder reaction between 3-bromofuran and cyclobuteniminum cation in the presence of chloroform takes place in a complete regio- and stereoselective manner via a non-concerted two-stage one-step molecular mechanism.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/RA/C5RA17778B

Reference53 articles.

1. Understanding the mechanism of non-polar Diels–Alder reactions. A comparative ELF analysis of concerted and stepwise diradical mechanisms

2. Synthesen in der hydroaromatischen Reihe

3. Understanding the domino reaction between 3-chloroindoles and methyl coumalate yielding carbazoles. A DFT study

4. Influence of Reactant Polarity on the Course of the Inverse-Electron-Demand Diels−Alder Reaction. A DFT Study of Regio- and Stereoselectivity, Presence of Lewis Acid Catalyst, and Inclusion of Solvent Effects in the Reaction between Nitroethene and Substituted Ethenes

5. Understanding the mechanism of polar Diels–Alder reactions

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