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An Efficient Synthesis of 7‐(Arylmethyl)‐3‐ tert ‐butyl‐1‐phenyl‐6,7‐dihydro‐1 H ,4 H ‐pyrazolo[3,4‐ d ][1,3]oxazines
Author(s) -
Abonia Rodrigo,
Castillo Juan,
Insuasty Braulio,
Quiroga Jairo,
Nogueras Manuel,
Cobo Justo
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000678
Subject(s) - chemistry , intramolecular force , formaldehyde , acetic acid , diol , medicinal chemistry , dehydration , aqueous solution , aqueous medium , organic chemistry , biochemistry
An efficient and three‐step procedure for the synthesis of novel 6,7‐dihydro‐1 H ,4 H ‐pyrazolo[3,4‐ d ][1,3]oxazine derivatives in good to excellent yields by treatment of pyrazolamines with aqueous formaldehyde in the presence of acetic acid is provided. The reactions proceeded through an intramolecular etherification process by dehydration of a 1,5‐diol intermediate formed in the course of the reaction and promoted by acid media.