Synthesis of tertiary alkyl fluorides and chlorides by site-selective nucleophilic ring-opening reaction of α-aryl azetidinium salts-Reference-Cited by-同舟云学术

Synthesis of tertiary alkyl fluorides and chlorides by site-selective nucleophilic ring-opening reaction of α-aryl azetidinium salts

Published:2021 Issue:62 Volume:11 Page:39607-39618
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Tayama Eiji¹^ORCID,Kawai Kohei²

Affiliation:

1. Department of Chemistry, Faculty of Science, Niigata University, Niigata, 950-2181, Japan

2. Graduate School of Science and Technology, Niigata University, Niigata, 950-2181, Japan

Abstract

Site-selective nucleophilic ring-opening of 2 with Bu4NX proceeded at a much-substituted 2-position preferentially and produced tertiary alkyl halides 3.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/RA/D1RA08706A

Reference35 articles.

1. The von Braun Reaction Applied to Azetidines

2. Competitive Ring Expansion of Azetidines into Pyrrolidines and/or Azepanes

3. Reaction of N -alkyl azetidines with triphosgene

4. Insight into the Regioselectivity of Nucleophilic Ring-Opening of Azetidinium Ions Containing Quaternary Carbon Atoms

5. Opening of azetidinium ions with C-nucleophiles

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