2,1‐benzisothiazoles. XIII . Intermediates and products in the sulfur extrusion reaction of 2,1‐benzisothiazolin‐3(1 H )‐one. A new synthesis of 11 H ‐pyrido[2,1‐ b ]quinazolin‐11‐one (“pyracridone”) | Zendy

Davis Michael | Zendy; Hook Robert J. | Zendy; Wu Wen Yang | Zendy

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2,1‐benzisothiazoles. XIII . Intermediates and products in the sulfur extrusion reaction of 2,1‐benzisothiazolin‐3(1 H )‐one. A new synthesis of 11 H ‐pyrido[2,1‐ b ]quinazolin‐11‐one (“pyracridone”)

Author(s) -

Davis Michael,

Hook Robert J.,

Wu Wen Yang

Publication year - 1984

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.5570210219

Subject(s) - chemistry , sulfur , ketene , nucleophile , imine , pyridine , derivative (finance) , medicinal chemistry , organic chemistry , catalysis , financial economics , economics

Triethyl phosphite abstracts sulfur from 2,1‐benzisothiazolin‐3(1 H )‐one (1); a reaction intermediate is the spirocyclic compound 11 , and products include the benzoxazine 6 and polyanthraniloyl compounds. In the presence of pyridine, pyracridone ( 13 ) is formed. The ketene‐imine 9 is probably not an intermediate in these reactions. The reactions of other nucleophiles with 1 and with its N ‐methyl derivative 15 , have been examined.

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