Lewis acid mediated intramolecular C-C bond formation of alkyne-epoxide leading to six-membered nitrogen and oxygen heterocycles.
Intramolecular C-C bond formation of oxygen- and nitrogen-tethered alkynes and epoxide mediated by Lewis acid under ambient conditions is described. A simple procedure for the synthesis of 3,6- and 5,6-dihydropyrans and 3,4-dehydropiperidines from acyclic building blocks in good yields without using any transition metal is shown.
Department of Chemistry, Indian Institute of Technology Guwahati , Guwahati 781039, India.
Priya
P
Ghosh
Pipas
P
Saha
Somasekhar
S
Bondalapati
Kiran
K
Indukuri
Anil K
AK
Saikia
D000480:Alkynes / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D004852:Epoxy Compounds; D058116:Lewis Acids; D010880:Piperidines; D011714:Pyrans; D009584:Nitrogen; D010100:Oxygen