Metal-Free, Hindered, Regioselective Access to Multifunctional Groups Diarylamines via SN Ar Substitution of P-Nitroso Aromatic Methyl Ether by Arylamines

© 2023 Wiley-VCH GmbH..

Multifunctional groups diarylamines, an innovative product, efficiently produced from arylamines and p-nitrosoanisole derivatives by intermolecular SN Ar under weak acid conditions. This SN Ar proceeds under mild reaction conditions, and more significantly, the substrates involved do not necessarily require strong electron-withdrawing groups. Moreover, this SN Ar is characterized by resistance to space crowding, tolerance to halogen and nitroso functional groups, and high regioselectivity. Mechanistic observations suggest that the SN Ar is the result of the transfer of the positive charge center of the protonated nitroso group to the p-methoxy group.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:30

Enthalten in:

Chemistry (Weinheim an der Bergstrasse, Germany) - 30(2024), 11 vom: 21. Feb., Seite e202303421

Sprache:

Englisch

Beteiligte Personen:

Zou, Shuliang [VerfasserIn]
Zhang, Yazhou [VerfasserIn]
Wu, Qin [VerfasserIn]
Zhao, Tianming [VerfasserIn]
Li, Yutao [VerfasserIn]
Liu, Bing [VerfasserIn]
Ma, Xianguo [VerfasserIn]

Links:

Volltext

Themen:

Amination
Hindered
Intermolecular nucleophilic aromatic substitution
Journal Article
Nitroso arenes
Regioselective

Anmerkungen:

Date Revised 22.02.2024

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1002/chem.202303421

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM365014486