The reactivity of 2-benzylidene-4-methyl-2H-1,4-benzoxazin-3(4H)-one (1) towards N- and C-nucleophiles, nucleophilic and electrophilic alkenes, dienes and 1,3-dipoles was investigated. Nitrones (2) reacted with 1 giving through a regioselective process a mixture of the two diastereoisomeric spiro compounds (3) and (4) whose structure and relative steric configuration have been assigned on the basis of 1H and 13C nmr data.
Steric configuration and reactivity of 2-benzylidene-4-methyl-2H-1,4-benzoxazin-3(4H)-one / P. Dalla Croce, R. Ferraccioli, C. La Rosa. - In: HETEROCYCLES. - ISSN 0385-5414. - 40:1(1995), pp. 349-355.
Steric configuration and reactivity of 2-benzylidene-4-methyl-2H-1,4-benzoxazin-3(4H)-one
P. Dalla CrocePrimo
;C. La RosaUltimo
1995
Abstract
The reactivity of 2-benzylidene-4-methyl-2H-1,4-benzoxazin-3(4H)-one (1) towards N- and C-nucleophiles, nucleophilic and electrophilic alkenes, dienes and 1,3-dipoles was investigated. Nitrones (2) reacted with 1 giving through a regioselective process a mixture of the two diastereoisomeric spiro compounds (3) and (4) whose structure and relative steric configuration have been assigned on the basis of 1H and 13C nmr data.
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