A regioselective synthesis of 3-benzazepinones via intramolecular hydroamidation of acetylenes

Tetrahedron Letters

Volumn 47, Issue 23, 2006, Pages 3811-3814

  Yu, Ying ^a   Stephenson, Gregory A ^a   Mitchell, David ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 BENZAZEPINONE DERIVATIVE; ACETAMIDE; ACETYLENE DERIVATIVE; ALKYNE DERIVATIVE; AMIDE; BENZAZEPINE DERIVATIVE; BENZENE DERIVATIVE; PALLADIUM; POTASSIUM HYDROXIDE; UNCLASSIFIED DRUG;

ADDITION REACTION; AMIDATION; ARTICLE; CATALYST; CYCLIZATION; DRUG SYNTHESIS; HYDROAMIDATION; SUBSTITUTION REACTION;

EID: 33748131297     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.03.198     Document Type: Article

References (29)

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24. 19NO (MW 229.15): C, 78.56; H, 8.35; N, 6.11. Found: C, 78.61; H, 8.28; N, 6.06.
25. The corresponding desilylated acetylene did not give any benzazepinone product either.
26. It should be noted that heating NaH in DMF should be handled with care because of safety issues. Thanks to a reviewer's suggestion to add this note.
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