Synthesis of benzofurans with remote bromide functionality by domino "ring-cleavage-deprotection-cyclization" reactions of 2-alkylidenetetrahydrofurans with boron tribromide
Bromination and subsequent Suzuki reactions of 2- alkylidenetetrahydrofurans, readily available by [3+2] cyclizations, afforded 1′-(2″-methoxyphenyl)-2-alkylidenetetrahydrofurans. Treatment of the latter with boron tribromide and subsequent addition of wa
Bellur, Esen,Langer, Peter
p. 7686 - 7693
(2007/10/03)
Synthesis of functionalized 2-alkylidene-tetrahydrofurans based on a [3+2] cyclization/bromination/palladium(0) cross-coupling strategy
The bromination of 2-alkylidene-tetrahydrofurans and 2-alkylidene- pyrrolidines - readily available through one-pot [3+2] cyclization reactions - afforded 2-alkylidene-1′-bromotetrahydrofurans, 2-alkylidene-3- bromotetrahydrofurans and 2-alkylidene-1′,3-dibromotetrahydrofurans and their pyrrolidine counterparts. 2-Alkylidene-1′-bromotetrahydrofurans were functionalized by performing Suzuki and Heck reactions. 2-Alkylidene-1′, 3-dibromotetrahydrofurans were successfully employed in novel double-Suzuki reactions. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
Bellur, Esen,Langer, Peter
p. 4815 - 4828
(2007/10/03)
Functionalization of 2-alkylidenetetrahydrofurans and 2- alkylidenepyrrolidines by palladium(0)-catalyzed cross-coupling reactions
2-Alkylidenetetrahydrofurans and 2-alkylidenepyrrolidines were efficiently functionalized by bromination of the exocyclic double bond and subsequent palladium-catalyzed cross-coupling reactions.
Bellur, Esen,Langer, Peter
p. 2169 - 2171
(2007/10/03)
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