29879-72-9Relevant academic research and scientific papers
Metal-Free Selective and Diverse Synthesis of Three Distinct Sets of Isoindolinones from 2-Alkynylbenzoic Acids and Amines
Jia, Xiuwen,Li, Pinyi,Zhang, Xiaoning,Liu, Siyu,Shi, Xingzi,Ma, Wenbo,Dong, Hongbo,Lu, Yangbin,Ni, Hangcheng,Zhao, Fei
, p. 7343 - 7357 (2020)
The metal-free selective and diverse synthesis of three distinct sets of isoindolinones from 2-alkynylbenzoic acids and amines has been achieved in a reaction-condition-controlled manner. This method exhibits valuable advantageous features such as available starting materials, broad substrate scope, excellent selectivity, good to high yields, good functional group tolerance, simple operation, high bond-forming efficiency, and step economy, thus providing a convenient and efficient access to a variety of heterocyclic compounds incorporating the bioactive isoindolinone motif.
Copper-catalyzed aerobic double functionalization of benzylic C(sp3)-H bonds for the synthesis of 3-hydroxyisoindolinones
Nozawa-Kumada, Kanako,Matsuzawa, Yuta,Ono, Kanako,Shigeno, Masanori,Kondo, Yoshinori
supporting information, p. 8604 - 8607 (2021/09/02)
A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance. This journal is
Application of organolithium and related reagents in synthesis; Part 26.1 Synthetic strategies based on directed ortho-metalation: Synthesis of 4-methyl-2H-phthalazin-1-ones
Epsztajn,Malinowski,Brzezinki,Karzatka
, p. 2085 - 2090 (2007/10/03)
The synthesis of 3-hydroxy-3-methylisoindolin-1-ones 10, masked ortho-acetylated derivatives of anilides, via metalation (BuLi) of the benzanilides 1 and subsequent reaction of the generated bis-lithiated anilides 2 with acetylating agents such as acetic anhydride or ethyl acetate were studied. The 3-hydroxy-3-methylisoindolin-1-ones 10 thus obtained are very sensitive towards dehydration process, which caused their conversion into enamides 11. Conversion of 3-hydroxy-3-methylisoindolin-1-ones 10 or enamides 11 into the corresponding 4-methyl-2H-phthalazin-1-ones 13 by treatment with hydrazine, as a way of regioseletive transformation of the benzoic acids, is also described.
Preparation of 3-Hydroxyindolin-1-ones and o-Acylbenzamides. A Study of Ring-Chain Tautomerism
Nishio, Takehiko,Yamamoto, Hiroshi
, p. 883 - 892 (2007/10/02)
3-Hydroxyisoindolinones (ring form) as well as their chain tautomers, o-acylbenzamides, were prepared from the reactions of 3-benzalphthalide 1, 3-halophthalides 3, and o-acylbenzoic acids 6 or their esters 7 with amines 2, and those of phthalimides 4 wit
