“…(CiSH29Cl2N302) C. , N. Miscellaneous Reactions. 2-Methyl-5,6-dihydro-4H-benzo- [3,4]cyclohepta[l,2-d]oxazol-5-one (9). Dropwise, 27 ml of 30%> H2O2 was added to a stirred (10°) solution of 33 (26.9 g, 0.136 mol) in HCOOH (54 ml) over 30 min.…”
“…(CiSH29Cl2N302) C. , N. Miscellaneous Reactions. 2-Methyl-5,6-dihydro-4H-benzo- [3,4]cyclohepta[l,2-d]oxazol-5-one (9). Dropwise, 27 ml of 30%> H2O2 was added to a stirred (10°) solution of 33 (26.9 g, 0.136 mol) in HCOOH (54 ml) over 30 min.…”
“…The reaction product was isolated by flash chromatography. The maximum yield of compound IIIa (84%) was attained under catalysis with Sc(OTf) 3 ; an efficiency of two other catalysts, In(OTf) 3 and Cu(OTf) 2 , was quite similar: the product was prepared in 82 and 79% yield, respectively.…”
mentioning
confidence: 92%
“…Some antidepressants like protriptyline [3] and its structural analogs, nitrogen-containing compounds with dibenzosuberene fragment, are well known and are used as muscle relaxants and histamine antagonists. Thus, 2-(dibenzosuberen-5-yl)indane-1,3-dione inhibits some enzymes [4][5][6] and can be used as a starting compound for the synthesis of various derivatives due to the presence of 1,3dicarbonyl fragment, which possesses a great synthetic potential [7,8].…”
Reaction of dibenzosuberen-5-ol with 1,3-dicarbonyl compounds catalyzed with scandium(III), copper(II), or indium(III) triflate (5 mol %) afforded 2-(dibenzosuberen-5-yl)-1,3-dicarbonyl compounds in 63-86% yield.
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