Synthesis of non-C symmetrical NOBIN-type biaryls through a cascade N-arylation and [3,3]-sigmatropic rearrangement from O-arylhydroxylamines and diaryliodonium salts.

Org Biomol Chem

School of Chemistry and Chemical Engineering, Key Laboratory of Colloid and Interface Chemistry, Ministry of Education, Shandong University, Ji'nan 250100, China.

Published: September 2021

We developed herein a regioselective construction of non-C symmetrical NOBIN-type biaryls through a cascade N-arylation and [3,3]-sigmatropic rearrangement from O-arylhydroxylamines and diaryliodonium salts under mild conditions. The employment of copper salt could inhibit the further O-arylation of the newly formed biaryl products, otherwise, O-arylated NOBIN-type products were furnished in moderate to good isolated yields. The products of this protocol can be further converted into highly valuable functional molecules and heterocycles.

Download full-text PDF

Source
http://dx.doi.org/10.1039/d1ob00636cDOI Listing

Publication Analysis

Top Keywords

non-c symmetrical
8
symmetrical nobin-type
8
nobin-type biaryls
8
biaryls cascade
8
cascade n-arylation
8
n-arylation [33]-sigmatropic
8
[33]-sigmatropic rearrangement
8
rearrangement o-arylhydroxylamines
8
o-arylhydroxylamines diaryliodonium
8
diaryliodonium salts
8

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!