An efficient entry to 1,2-benzisoxazoles via 1,3-dipolar cycloaddition of in situ generated nitrile oxides and benzyne.
An efficient protocol for the synthesis of a range of 1,2-benzisoxazoles using an improved 1,3-dipolar cycloaddition of nitrile oxides and benzyne is described. Key to the procedure is the in situ generation of the reactive nitrile oxide and benzyne reactants simultaneously.
Spiteri
Christian
C
School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK.
Mason
Christopher
C
Zhang
Fengzhi
F
Ritson
Dougal J
DJ
Sharma
Pallavi
P
Keeling
Steve
S
Moses
John E
JE
D001555:Benzene Derivatives / Q000737:chemistry*; D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010087:Oxides / Q000737:chemistry*; D062367:ortho-Aminobenzoates / Q000737:chemistry
C441200:1,2-benzisoxazole; D001555:Benzene Derivatives; D007555:Isoxazoles; D009570:Nitriles; D010087:Oxides; C524146:benzyne; D062367:ortho-Aminobenzoates; C031385:anthranilic acid