- Microwave-assisted Suzuki-Miyaura cross-coupling of 2-alkyl and 2-alkenyl-benzo-1,3,2-diazaborolanes
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Nitrogen-based boronate esters, such as 2-octyl-benzo-1,3,2-diazaborolane, 2-phenethyl-benzo-1,3,2-diazaborolane, and 2-{(1E)-hexenyl}-benzo-1,3,2- diazaborolane have been shown to be suitable coupling partners with arylhalides in microwave accelerated Suzuki cross-coupling reactions. Reaction yields of up to 89% were achieved. The use of a silicon group attached to the nitrogen atom, proved to enhance the reactivity of 2-octyl-benzo-1,3,2-diazaborolane.
- Hadebe, Siphamandla W.,Sithebe, Siphamandla,Robinson, Ross S.
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p. 4277 - 4282
(2011/06/26)
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- FLASH VACUUM THERMOLYSIS OF SPIROCYCLOHEXADIENONES
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In an attempt to prepare short-bridged hydroxymetacyclophanes 1b-d, the spirocyclohexadienones 2b-d were pyrolyzed by flash vacuum thermolysis (FVT).Instead of 1b-d,variable amounts of 4-(5-hexenyl)phenol (4b) , β-hydroxybenzocycloalkenes (5b-d) and 4-(trans-1-alkenyl)phenols (6c-d) were obtained.The formation of these products is explained by invoking cleavage of a spiro bond in 2 under formation of the intermediate diradical 3 which, depending on the length of the aliphatic chain and on the temperature, has several pathways open for isomerization to spin-paired products.
- Jenneskens, Leonardus W.,Wolf, Willem H. De,Bickelhaupt, Friedrich
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p. 3779 - 3784
(2007/10/02)
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