24391-99-9Relevant academic research and scientific papers
Transition-metal-free access to 7-azaindoles
Wang, Dong,Hu, Jianyong,Zhao, Junjie,Shen, Meng,Wang, Yuxi,Yu, Peng
, p. 4100 - 4110 (2018)
A novel method for transition-metal-free synthesis of 7-azaindoles is developed through a one-pot synthesis involving amination of pyridine N-oxides and intramolecular enamine formation. Remarkable features of the method include simple operation, mild reaction conditions, wide substrate scope, and easily accessible starting materials.
Organic photochemical reactions-VI. Photochemical and thermal ring contractions of 2-methoxy- and 2-amino-3-acyl-3H-azepines
Ogata,Matsumoto,Kano
, p. 5217 - 5226 (2007/10/08)
Photolysis of 3-benzoyl-2-methoxy-3H-azepine (IIa) in methanol led to 7-benzoyl-2-methoxy-3-azabicyclo[2.1.0]hepta-2,4-diene (IVa), 2-methoxy-3-phenacylpyridine (Va) and 2-phenylfuro[2.3-b]-pyridine (VIa). This reaction was extended to 3-benzoyl-5-chloro- and -6-chloro-2-methoxy-3H-azepines (IIb, c) and 3-acetonyl-2-methoxy-3H-azepine (IId) which underwent analogous conversion into the corresponding pyridine derivatives (Vb-d and VIb), respectively. Pyrolysis of IIa-c gave similar pyridine derivatives. Thermal rearrangement of 2-amino-3-acyl-3H-azepines (IIIa-c) gave pyrrolo[2.3-b]pyridine derivatives (XIa-c) or 2-diethylamino-3-phenacylpyridines (XIIa, b). A tentative mechanism of these ring contractions is presented.
