C-H oxygenation and N-trifluoroacylation of arylamines under metal-free conditions: a convenient approach to 2-aminophenols and N-trifluoroacyl-ortho-aminophenols.
Direct ortho-hydroxylation through C-H oxygenation and N-trifluoroacylation of anilines was achieved in a single step under metal-free conditions by using a combination of TFA and oxone. The method allowed the formation of functionalised amino phenolic compounds such as ortho-hydroxy-N-trifluoroacetanilides in good yields with broad substrate scope.
Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine and AcSIR, Canal Road, Jammu-180 001 (India).
Vunnam
V
Venkateswarlu
K A Aravinda
KA
Kumar
Shilpi
S
Balgotra
G Lakshma
GL
Reddy
M
M
Srinivas
Ram A
RA
Vishwakarma
Sanghapal D
SD
Sawant
D000215:Acylation; D000588:Amines / Q000737:chemistry*; D000627:Aminophenols / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D008670:Metals / Q000737:chemistry; D013464:Sulfuric Acids / Q000737:chemistry; D014269:Trifluoroacetic Acid / Q000737:chemistry
D000588:Amines; D000627:Aminophenols; D008670:Metals; D013464:Sulfuric Acids; C027667:2-aminophenol; D002244:Carbon; D006859:Hydrogen; D014269:Trifluoroacetic Acid; C048813:potassium peroxymonosulfuric acid
CH oxygenation; N-trifluoroacylation; arylamines; hydroxylation; oxone