93969-49-4Relevant articles and documents
1,3-Oxazines and Related Compounds. VIII. Reaction of 6-Methyl-2-phenyl-4H-1,3-oxazin-4-one with Lactams and Their Derivatives
Yamamoto, Yutaka,Morita, Yasuo
, p. 2555 - 2559 (2007/10/02)
6-Methyl-2-phenyl-4H-1,3-oxazin-4-one (1) underwent initial attack of the anions of lactams (2), such as ε-capro- (2a), δ-valero- (2b), and γ-butyro-lactams (2c), at the 4-position of the ring to give the corresponding α-substituted lactams (3a-c).Reaction of 1 with N-trimethylsilyl derivatives (6a-c) of 2 in the presence of lithium diisopropylamide afforded the 2,3-dihydro-4H-1,3-oxazin-4-one derivatives (7a-c), respectively.Similar treatment of 1 with O-methyl derivatives (9a-c) of 2 yielded the corresponding bicyclic heterocycles (10a-c).Keywords: 4H-1,3-oxazin-4-one; 2,3-dihydro-4H-1,3-oxazin-4-one; lithium diisopropylamide; butyllithium; ring transformation; lactam; lactim ether; N-trimethylsilyllactam.