Asymmetric synthesis of isochromanone derivatives <i>via</i> trapping carboxylic oxonium ylides and aldol cascade

Lang, Jiawen; Wang, Siyuan; He, Changli; Liu, Xiaohua; Feng, Xiaoming

doi:10.1039/d1sc06025b

Cited by 8 publications

(2 citation statements)

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“…developed an efficient asymmetric synthesis of isochromanone derivatives viaZ -selective-1,3-OH insertion/aldol cyclization reaction of 2-acylbenzoic acids and α -diazoketones (Scheme 10). [23] A series of optically active isochromanones with two adjacent quaternary-quaternary stereocenters were obtained under a Rh(II)/chiral N,N' -dioxide-Fe(III) or Sc(III) complex bimetallic relay catalytic system.…”

Section: Synthesis Of Isochromanone-based Derivativesmentioning

confidence: 99%

Recent Advances in the Synthesis of Heterocycles from 2-Acylbenzoic Acids

Liu,

Li,

Yang

2024

Preprint

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Heterocyclics are the crucial scaffolds present in pharmaceuticals, natural products, biologically active compounds and agrochemicals. Consequently, the development of simple and practical methods for constructing heterocyclics has always been a fascinating field in organic synthesis. Recently, 2-acylbenzoic acids as highly reactive and versatile synthons have been broadly applied in the construction of heterocycles due to their multiple reaction sites. In this review, we summarized recent progress in the application of 2-acylbenzoic acids for the synthesis of heterocycles including phthalides, isochromanones, isoindolines, phthalazinones, and quinolones. The sub-strate scopes, proposed mechanisms, and product application of different types of reactions are discussed.

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Section: Synthesis Of Isochromanone-based Derivativesmentioning

confidence: 99%

Recent Advances in the Synthesis of Heterocycles from 2-Acylbenzoic Acids

Liu,

Li,

Yang

2024

Preprint

View full text Add to dashboard Cite

show abstract

“…Very recently, Xiaoming Feng et al developed an efficient asymmetric synthesis of isochromanone derivatives via Zselective-1,3-OH insertion/aldol cyclization reaction of 2-acyl-benzoic acids and α-diazoketones (Scheme 10). [23] A series of optically active isochromanones with two adjacent quaternaryquaternary stereocenters were obtained under a Rh(II)/chiral N,N'-dioxide-Fe(III) or Sc(III) complex bimetallic relay catalytic system.…”

Section: Synthesis Of Isochromanone-based Derivativesmentioning

confidence: 99%

Synthesis of Heterocycles from 2‐Acylbenzoic Acids

2023

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Heterocyclics are the crucial scaffolds present in pharmaceuticals, natural products, biologically active compounds and agrochemicals. Consequently, the development of simple and practical methods for constructing heterocyclics has always been a fascinating field in organic synthesis. Recently, 2‐acylbenzoic acids, highly reactive and versatile synthons, have been broadly applied in the construction of heterocycles due to their multiple reaction sites. In this review, we summarized recent progress in the application of 2‐acylbenzoic acids for the synthesis of heterocycles including phthalides, isochromanones, isoindolines, phthalazinones, and quinolones. The substrate scopes, proposed mechanisms, and product application of different types of reactions are discussed.

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