95931-33-2Relevant academic research and scientific papers
Reaction of 2'-Hydroxychalcones with Diiodomethane: A Reinvestigation
Mohanty, Smita,Jain, P. K.,Makrandi, J. K.,Grover, S. K.
, p. 569 - 571 (2007/10/02)
2'-Hydroxychalcones (1) on reaction with diiodomethane in acetone-K2CO3 give the corresponding bichalconyloxymethanes (3).This report corrects the mistaken identity of benzoxepinones (2) reported to be formed in this reaction see Indian Chem, 23B (1984)
Reaction of 2'-Hydroxychalcones with Methylene Iodide: A Novel Formation of 3-Aryl-2,5-dihydro-5-oxo-1-benzoxepins
Jain, A. C.,Nayyar, Naresh K.,Sharma, B. N.
, p. 1211 - 1215 (2007/10/02)
2'-Hydroxychalcones (1a-c) bearing a methoxy group at 4'-position react with methylene iodide in the presence of K2CO3 and Me2CO for 38 hr to give besides the corresponding flavanones (2a-c), 3-aryl-2,5-dihydro-5-oxo-1-benzoxepins (3a-c).However, the 2'-hydroxychalcones (1d and 1e), having 4',6'-dimethoxy groups react sluggishly requiring 170 hr and also the product is a mixture of not only the corresponding flavanones (2d,e) and benzoxepinones (3d,e) as above but also of the biscompounds (4a,b) having intermolecular methylenedioxy group.The structures of benzoxepinones (3) have been established by their PMR, 13C-NMR and mass spectral data.Their formation has been rationalised via the formation of cyclopropane ring (5), followed by ring cleavage and H- shift.
