Reaction of cyclopropenes with a trichloromethyl radical: unprecedented ring-opening reaction of cyclopropanes with migration-Reference-Cited by-同舟云学术

Reaction of cyclopropenes with a trichloromethyl radical: unprecedented ring-opening reaction of cyclopropanes with migration

Published:2015 Issue:20 Volume:51 Page:4204-4207
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Ueda Masafumi¹²³,Doi Nobuyoshi¹²³,Miyagawa Hitoki¹²³,Sugita Shoichi¹²³,Takeda Norihiko¹²³,Shinada Tetsuro⁴⁵⁶³,Miyata Okiko¹²³

Affiliation:

1. Kobe Pharmaceutical University

2. Kobe 658-8558

3. Japan

4. Graduate School of Science

5. Osaka City University

6. Osaka 558-8585

Abstract

The triethylborane-mediated direct addition of chloroform to cyclopropenes afforded trichloromethylcyclopropanes. In contrast, the use of dimethylzinc gave the unconjugated diene via ring-opening reactions.

Funder

Ministry of Education, Culture, Sports, Science, and Technology

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/2015/CC/C4CC09649E

Reference69 articles.

1. Recent developments of cyclopropene chemistry

2. Heterocycles based on the chemistry of alkylidenecyclopropanes and (aza)-cyclopropenes

3. Transition Metal Chemistry of Cyclopropenes and Cyclopropanes

4. Enantiomerically Enriched Cyclopropene Derivatives: Versatile Building Blocks in Asymmetric Synthesis

Cited by 38 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. Visible-light-induced palladium-catalyzed formal [3 + 3] cyclization of 2-iodophenols and cyclopropenes;Organic Chemistry Frontiers;2024

2. Radical addition reactions to cyclopropenes;Arkivoc;2023-11-26

3. The Development of Aldehyde Catalytic System;Chemistry – An Asian Journal;2023-10-05

4. Polychloromethylation‐Initiated Radical 1,2‐Aryl Migration of α,α‐Diarylallyl Alcohols via Visible‐Light Photoredox Catalysis;European Journal of Organic Chemistry;2023-07-13

5. Fe-Catalyzed Regioselective C(sp³)–H-Abstraction by Tertiary Cyclopropyl Radicals;ACS Catalysis;2023-06-09