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Cycloaddition of oxetanes with heterocumulenes catalyzed by organotin iodide‐lewis base complex
Author(s) -
Shibata Ikuya,
Imoto Takafumi,
Baba Akio,
Matsuda Haruo
Publication year - 1987
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570240213
Subject(s) - chemistry , cycloaddition , catalysis , iodide , base (topology) , lewis acids and bases , organic chemistry , medicinal chemistry , mathematical analysis , mathematics
A series of 2‐oxazinones 1‐8 were synthesized from the cycloaddition reactions of oxetanes with isocya‐nates by utilizing the complex of diphenyltin diiodide with hexamethylphosphoric triamide (HMPA) as a catalyst. Moreover, the reactions with carbodiimides proceeded under milder conditions with the same catalyst system, and gave 2‐iminooxazines, 9 and 10 , in high yields.