26293-90-3Relevant academic research and scientific papers
A para-C–H Functionalization of Aniline Derivatives via In situ Generated Bulky Hypervalent Iodinium Reagents
Tian, Chao,Yao, Xu,Ji, Weizhe,Wang, Qian,An, Guanghui,Li, Guangming
supporting information, p. 5972 - 5979 (2018/11/23)
A practical para-C-H functionalization of aniline derivatives has been developed using an in situ generated bulky hypervalent iodinium reagent. Para-iodo, bromo, chloro, nitro, trifluormethyl aniline derivatives can be obtained efficiently, in many cases in 10 min in a transition metal-free manner. Medicinal chemicals or intermediates can be purified without column chromatography or recrystallization, which significantly reduces the waste and simplifies the work-up process.
First total synthesis and phytotoxic activity of Streptomyces sp. metabolites abenquines
Nain-Perez, Amalyn,Barbosa, Luiz C.A.,Maltha, Celia R.A.,Forlani, Giuseppe
supporting information, p. 1811 - 1814 (2016/04/05)
The first total synthesis of abenquines A, B2, C and D has been achieved in three steps starting from commercially available 2,5-dimethoxyaniline, with overall yields of 41-61%. Four analogues bearing the amino acids d-valine (17), l-methionine (18), and glycine (19), and benzylamine (20), were also prepared in 45-72% yield. The inhibitory properties of these compounds were evaluated against the photoautotrophic growth of a model Synechococcus sp. strain. Abenquine C and its enantiomer were substantially ineffective, whereas all other abenquines significantly inhibited cell proliferation, with concentrations causing 50%-inhibition of algal growth ranging from 10-5 to 10-6 M.
Synthesis of amino-1,4-benzoquinones and their use in Diels - Alder approaches to the aminonaphthoquinone antibiotics
Nawrat, Christopher C.,Lewis, William,Moody, Christopher J.
experimental part, p. 7872 - 7881 (2011/12/14)
A new protocol for the synthesis of protected amino-1,4-benzoquinones by oxidation of the corresponding 2,5-dimethoxyaniline derivatives using PhI(OAc)2 or PhI- (OCOCF3)2 in water containing 2.5% methanol is reported. The process represents an improvement over previously reported methods, both in terms of yield and number of steps, and in the range of nitrogen protecting groups that it tolerates. A number of novel aminobenzoquinones were prepared and subsequently used as dienophiles in Diels - Alder reactions to (Figure presented) form building blocks for the synthesis of the aminonaphthoquinone antibiotics such as salinisporamycin.
Acetamidoquinone and acetamidohydroxy derivatives as inhibitors for both dihydroxyacetamido epoxidase and dehydrogenase
Whiteley, Chris G.
, p. 1221 - 1227 (2007/10/03)
A series of monohydroxy and dihydroxyacetanilides, acetamidoquinones and bromoacetamidoquinones have been synthesised and tested as substrates and/or inhibitors of highly purified dihydroxyacetamido epoxidase (DHAE) and dihydroxy acetamido dehydrogenase (DHADH) from Streptomyces LL-C10337. None was found to act as substrates but many selectively inhibit the enzymes. Kinetic analysis has shown that all the compounds act as reversible competitive inhibitors with respect to the substrates 2,5-dihydroxyacetanilide and 2,3-epoxy-1,4-benzoquinone-5-acetanilide. Monohydroxy acetanilides showed weak inhibition to these enzymes compared to the dihydroxy derivatives while the more powerful inhibitors were the benzoquinoneacetanilide and its 5-bromo equivalent.
Process for preparing 4-amino-2,5-dialkoxybenzonitriles
-
, (2008/06/13)
A process for preparing 4-amino-2,5-di-(C1 -C4) alkoxybenzonitriles which comprises brominating 1-acylamino-2,5-dialkoxybenzenes, converting the 1-acylamino-2,5-dialkoxy-4-bromobenzenes so obtained by the reaction with copper-I-cyani
