Reaction of Huisgen zwitterion with 1,2-benzoquinones and isatins: expeditious synthesis of dihydro-1,2,3-benzoxadiazoles and spirooxadiazolines.
[reaction: see text] The zwitterionic intermediate generated from dialkyl azodicarboxylate and triphenylphosphine on reaction with 3-methoxy-1,2-benzoquinones afforded dihydro-1,2,3-benzoxadiazoles. N-Substituted isatins furnished spirooxadiazolines under similar conditions.
Nair
Vijay
V
Organic Chemistry Section, Chemical Sciences Division, Regional Research Laboratory (CSIR), Trivandrum 695 019, India. vijaynair_2001@yahoo.com
Biju
A T
AT
Vinod
A U
AU
Suresh
Eringathodi
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D016227:Benzoquinones / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D018360:Crystallography, X-Ray; D007510:Isatin / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D016227:Benzoquinones; D010069:Oxadiazoles; D013141:Spiro Compounds; D007510:Isatin