Multi-Component Coupling Reaction
1) 1,6-Diynes through a Cu(I)-Cu(II)-catalyzed five-component coupling reaction
A multi-bond formation in a single step and its facile operation in the experiment
3) Benzofurans through a Cu(I)-Cu(II)-catalyzed three-component coupling reaction
1) In the case with an alkylnylsilane, unlike a conventional Sonogashira-Hagihara coupling, a Pd-catalyzed arylalkynylation proceeds smoothly, producing a four-substituted alkene, the enyne derivative.
Tetrahedron Lett. 2008, 49, 3437.
Org. Lett. 2010, 12, 1300.
Synlett 2008, 1515.
2) A Cu(I)-Cu(II)-catalyzed seven- or five-component coupling reaction based on a Strecker-type reaction
Molecules 2013, 18, 12488.
我々の開発した方法は、ビニルシランにも適用することができ、抗がん剤（乳がん）のタモキシフェン(X = H) やトレミフェン(X = Cl)の前駆体骨格(四置換アルケン)の基盤骨格をわずか１段階で直接合成することが可能です。
一価の塩化銅と二価の銅トリフラートを組み合わせることで、Strecker型反応の原料であるアミン、アルデヒド、トリメチルシリルシアニドを５成分あるいは７成分を一挙に連結する手法を開発しました。
Multi-Component Coupling Reaction
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1,6-ジイン
(５成分連結)
1) A cooperative catalytic system comprised of copper (I) and copper (II)
2) Multi-component coupling by a palladium catalyst
ベンゾフラン
3) Multi-component coupling by an indium compound
Eur. J. Org. Chem. 2014, 5078
Org. Lett. 2016, 18, 1634.
1) Indium bromide efficiently catalyzed a three-component coupling reaction of alkynes, amines, and a organosilicon compound, such as a hydrosilane or trimethylsilyl cyanide, leading to the production of aniline derivatives or quaternary α-aminonitriles. These reactions proceed through hydroamination of alkynes and subsequent nucleophilic addition.
enyne
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