Dual catalysis by Cu(I): facile single step click and intramolecular C-O bond formation leading to triazole tethered dihydrobenzodioxines/benzoxazines/benzoxathiines/benzodioxepines.
Dual copper catalysis, involving two different reactions, click (alkyne-azide) and carbon-oxygen bond formation (aryl iodide-secondary alcohol) in a single step, is reported. Synthesis of novel benzodioxines (benzodioxanes), benzoxazines, benzoxathiines and benzodioxepines, which feature benzo-condensed six or seven membered rings containing two hetero-atoms attached to a 1,2,3-triazole, is described. As an extension, such compounds were also synthesised by ring opening of epoxide and cyclisation using Cu(I). All the key products have been characterized by single crystal X-ray crystallography.
School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India. kckssc@uohyd.ernet.in kckssc@yahoo.com.
M
M
Nagarjuna Reddy
K C
KC
Kumara Swamy
D048588:Benzoxazines / Q000737:chemistry*; D001584:Benzoxepins / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry*; D004147:Dioxins / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*
D048588:Benzoxazines; D001584:Benzoxepins; D004147:Dioxins; D014230:Triazoles; D002244:Carbon; D003300:Copper; D010100:Oxygen