In:
Advanced Synthesis & Catalysis, Wiley, Vol. 361, No. 18 ( 2019-09-17), p. 4294-4301
Abstract:
A metal‐free aromatic electrophilic substitution reaction using nitrosoarenes as the electrophile in 1,1,1,3,3,3‐hexafluoroisopropanol (HFIP) is reported. HFIP activates nitrosoarene towards the electrophilic C−H amination followed by a concomitant N−O bond cleavage to deliver diarylamines without requiring any extra reagent or further treatment. The dual electrophilic nature of nitrosoarene permits a switchover of selectivity to C−H oxygenation furnishing dearomatized p ‐iminoquinones following a unique mechanistic rationale of two consecutive [2,3] sigmatropic rearrangement in nitroso‐chemistry. magnified image
Type of Medium:
Online Resource
ISSN:
1615-4150
,
1615-4169
DOI:
10.1002/adsc.v361.18
DOI:
10.1002/adsc.201900788
Language:
English
Publisher:
Wiley
Publication Date:
2019
detail.hit.zdb_id:
2041384-1
detail.hit.zdb_id:
2033084-4
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