Halopalladation/decarboxylation/carbon-carbon forming domino process: synthesis of 5-halo-6-substituted benzo[b]naphtho[2,1-d]furans.
A novel and general halopalladation/decarboxylation/carbon-carbon forming domino protocol is described for the synthesis of 5-halo-6-substituted benzo[b]naphtho[2,1-d]furans. The protocol represents the first example of trapping the sigma-vinylpalladium intermediate, generated from halopalladation of alkynes, by the decarboxylative coupling reaction.
Huang
Xiao-Cheng
XC
Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, China.
Wang
Feng
F
Liang
Yun
Y
Li
Jin-Heng
JH
D000480:Alkynes / Q000737:chemistry; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D001966:Bromine / Q000737:chemistry; D002713:Chlorine / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000737:chemistry; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
D000480:Alkynes; D001572:Benzofurans; D006576:Heterocyclic Compounds, 4 or More Rings; D006846:Hydrocarbons, Halogenated; D009281:Naphthalenes; D002713:Chlorine; D010165:Palladium; D001966:Bromine