First use of HEH in oxazine synthesis: Hydroxy-substituted 2 H-1,4-benzoxazine derivatives

Synlett

Volumn , Issue 20, 2009, Pages 3283-3286

  Meng, Qing Yuan ^a   Liu, Qiang ^a   Li, Jing ^a   Xing, Rui Guang ^a   Shen, Xiao Xia ^a   Zhou, Bo ^a  

^a LANZHOU UNIVERSITY   (China)

Author keywords

Benzoxazine derivatives; Domino reaction; Hantzsch 1,4 dihydropyridine ester; Hydrogen transfer; Organic reductant

Indexed keywords

1,4 DIHYDROPYRIDINE; BENZOXAZINE DERIVATIVE; EPOXIDE; HETEROCYCLIC COMPOUND; METHYL GROUP; NITRO DERIVATIVE; OXAZINE DERIVATIVE; PROPANE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE;

ARTICLE; CATALYST; CYCLIZATION; REDUCTION; SUBSTITUTION REACTION; SYNTHESIS;

EID: 72249096260     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0029-1218380     Document Type: Article

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21. General procedure for the synthesis of 2,3-dihydro-1,4-benzoxazine derivatives: To a stirred solution of substrate (0.5 mmol) in ethanol (30 mL) was added HEH (0.468 g, 1.85 mmol), and 10% Pd/C (18 mg), and the reaction mixture was refluxed for 12 h under N2. The mixture was filtered through Celite and the filtrate was evaporated in vacuo. The residue was purified by column chromatography on silica gel to give the corresponding product.