29879-72-9Relevant articles and documents
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.
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.
