Development of π-Acidic Metal-Catalyzed Reactions toward Construction of Multi-Substituted Heterocycles

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  • 多置換ヘテロ環の構築を志向するπ酸性遷移金属触媒反応の開発
  • タチカン ヘテロカン ノ コウチク オ シコウ スル pサンセイ センイ キンゾク ショクバイ ハンノウ ノ カイハツ
  • Development of ^|^pi;-Acidic Metal-Catalyzed Reactions toward Construction of Multi-Substituted Heterocycles

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Abstract

π-Acidic metal-catalyzed cyclization reaction is one of the most efficient methods to construct highly elaborate molecular skeletons in a single operation under mild reaction conditions. These transformations often involve cleavage of σ bonds. Investigations into catalytic skeletal rearrangement have mainly utilized alkynylamines, alkynylalcohols, enynes, and propargylic esters as substrates. In this article, I report our recent findings on π-acidic metal-catalyzed reactions via cleavage of σ bonds between major elements in body, such as carbon, nitrogen, oxygen, and sulfur, producing multisubstituted heterocycles in an atom-efficient manner. That is, (a) catalytic carbon-heteroatom bond addition of ortho-alkynylphenyl ethers, -anilines, and -phenyl sulfides and (b) catalytic skeletal rearrangement of O-propargylic oximes.

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