5597-27-3Relevant articles and documents
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Erman,W.F.
, p. 765 - 771 (1967)
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Dibromomethane as one-carbon source in organic synthesis: Microwave-accelerated α-methylenation of ketones with dibromomethane and diethylamine
Hon, Yung-Son,Hsu, Tzyy-Rong,Chen, Chun-Yan,Lin, Yi-Hui,Chang, Fong-Jong,Hsieh, Cheng-Han,Szu, Ping-Hui
, p. 1509 - 1520 (2007/10/03)
The reactivity of aryl alkyl ketone with a preheated mixture of dibromomethane and diethylamine is poor and gives an α-methylenation product in very low yield even under refluxing condition. It can be accelerated dramatically by microwave irradiation. Under microwave condition, the cyclic 1,3-dicarbonyls, aryl alkyl ketones, heteroaryl alkyl ketones and acyclic benzyl ketone give α-methylenation products in modest to good yields.
Radical Reactions of Bicycloheptan-3-spiro-2'-oxiranes
Bowman, W. Russell,Brown, David S.,Burns, Catherine A.,Marples, Brian A.,Zaidi, Naveed A.
, p. 6883 - 6896 (2007/10/02)
Tributyltin hydride reduction of 2-bromo- and 2-keto-bicycloheptan-3-spiro-2'-oxiranes gives ring opening of the oxirane-ringes via intermediate 3-(spiro-2'-oxiranyl)bicycloheptan-2-yl radicals, whereas reduction of the analogous 2-(thiocarbonyl)imidazolides) unusually yields the 2-methoxy derivatives and does not proceed by the expected normal fragmentation to yield 3-(spiro-2'-oxiranyl)bicycloheptan-2-yl radicals and subsequent ring-opening of the oxirane rings.