6772-55-0Relevant academic research and scientific papers
Diethyl Phosphite Promoted Electrochemical Oxidation of Tetrahydroisoquinolines to 3,4-Dihydroisoquinolin-1(2 H)-ones
Che, Xin,Gong, Bowen,Liu, Nian,Ning, Shulin,Xiang, Jinbao,Xie, Wenxia,Zhang, Zhuoqi,Zheng, Lianyou
, p. 2077 - 2080 (2019)
A diethyl phosphite mediated electrochemical oxidation strategy for the synthesis of 3,4-dihydroisoquinolin-1(2 H)-ones from tetrahydroisoquinolines under mild conditions has been developed. This protocol provides an environmentally friendly and simple way for the construction of C=O bonds in an undivided cell unit.
Oxidation of the inert sp3C-H bonds of tetrahydroisoquinolines through C-H activation relay (CHAR): construction of functionalized isoquinolin-1-ones
Yuan, Yuan,Zhang, Shuwei,Sun, Zheng,Su, Yichun,Ma, Qiyuan,Yuan, Yu,Jia, Xiaodong
, p. 3347 - 3350 (2021/04/07)
A TBN/O2-initiated oxidation of the relatively inert 3,4-C-H bonds of THIQs was accomplished, in which the existence of an α-phosphoric ester group is crucial to enable dioxygen trapping and intramolecular HAT (C-H activation relay,CHAR), reali
Porphyrin-Catalyzed Oxidation of N-Substituted Tetrahydroisoquinolines to Dihydroisoquinolones
Li, Ao,Pan, Bin,Mu, Chao,Wang, Na,Li, Yu-Long,Ouyang, Qin
, p. 679 - 684 (2021/02/01)
A visible-light-induced direct α-oxygenation of N-substituted 1,2,3,4-Tetrahydroisoquinoline derivatives has been successfully developed. Tetraphenylporphyrinatozinc(II) has been identified as an effective and inexpensive photocatalyst for this transformation with a wide range of substrates. This protocol provides a convenient route to the desired products in moderate to good yields at room temperature under air.
Importance of Singlet Oxygen in Photocatalytic Reactions of 2-Aryl-1,2,3,4-tetrahydroisoquinolines Using Chalcogenorosamine Photocatalysts
Clark, Jennifer L.,Hill, Jackie E.,Rettig, Irving D.,Beres, Joshua J.,Ziniuk, Roman,Ohulchanskyy, Tymish Y.,McCormick, Theresa M.,Detty, Michael R.
, p. 2431 - 2442 (2019/07/02)
Aerobic oxidation of 2-aryl-1,2,3,4-tetrahydroisoquinolines was achieved photocatalytically using chalcogenorosamine photocatalysts and LED irradiation. The photocatalytic aza-Henry reaction between these substrates and nitromethane was more efficient wit
Thiyl radical promoted iron-catalyzed-selective oxidation of benzylic sp3 C-H bonds with molecular oxygen
Geng, Shasha,Xiong, Baojian,Zhang, Yun,Zhang, Juan,He, Yun,Feng, Zhang
, p. 12699 - 12702 (2019/10/28)
A ligand-free iron-catalyzed method for the oxygenation of benzylic sp3 C-H bonds by molecular oxygen (1 atm) using a thiyl radical as a cocatalyst has been developed. This transformation provides a facile access to amides, esters and ketones from readily accessible corresponding amines, ethers and alkanes. It features high regioselectivity, mild oxidative conditions and excellent functional group compatibility, providing good opportunities to the site-selective functionalization of complex molecules. Preliminary mechanistic studies suggest that this reaction may not undergo a benzylic cation intermediate pathway and the carbonyl oxygen atom in the products may be derived from molecular oxygen.
α-Angelica Lactone in a New Role: Facile Access to N-Aryl Tetrahydroisoquinolinones and Isoindolinones via Organocatalytic α-CH2 Oxygenation
Thatikonda, Thanusha,Deepake, Siddharth K.,Das, Utpal
supporting information, p. 2532 - 2535 (2019/04/16)
A method for the direct oxidation of various N-aryl tetrahydroisoquinolines and isoindolines to the corresponding lactams using α-angelica lactone as a catalyst was developed. The utility of the method was further demonstrated by synthesis of indoprofen and indobufen.
Aerobic α-Oxidation of N-Substituted Tetrahydroisoquinolines to Dihydroisoquinolones via Organo-photocatalysis
Aganda, Kim Christopher C.,Hong, Boseok,Lee, Anna
supporting information, p. 1124 - 1129 (2019/01/25)
An efficient visible-light-induced α-oxidation of N-substituted tetrahydroisoquinolines to dihydroisoquinolones has been developed using eosin Y as an organo-photocatalyst and oxygen as a green oxidant. The reactions were carried out under mild reaction conditions; the desired dihydroisoquinolones were obtained in up to 96% yield at room temperature under oxygen atmosphere. This transformation provides a convenient route to dihydroisoquinolones with a wide range of substrates. (Figure presented.).
A synthesis of quinoline ketone compounds
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Paragraph 0030; 0031; 0032; 0033; 0034; 0035; 0052-0055, (2017/08/14)
The invention discloses a method for synthesizing isoquinoline ketone compounds. The method includes that dual-core salicylic acid copper complexes which are cheap and easy to synthesize are taken as catalyzers, oxygen which is green, environment-friendly and nontoxic is taken as an oxidizing agent, chlorine salt, 3-benzyl-5-(2-hydroxy ethyl) -4-methyl thiazole moiety or thiamine hydrochloride are taken as auxiliary catalizers, and 2-aryl-1,2,3,4-tetrahydroisoquinoline compounds are subjected to further reaction to obtain the isoquinoline ketone compounds. The method is simple in operation, the catalyzers are cheap and easy to obtain, reaction conditions are moderate, product yield is high, shortcomings that traditional raw material reagents are high in price, harsh in condition, complex in synthesizing step, low in overall yield and the like are overcome, and good application prospect is achieved.
Intramolecular Hydroamidation of ortho-Vinyl Benzamides Promoted by Potassium tert-Butoxide/N,N-Dimethylformamide
Chen, Zhen-Yu,Wu, Liang-Yu,Fang, Hai-Sheng,Zhang, Ting,Mao, Zhi-Feng,Zou, Yong,Zhang, Xue-Jing,Yan, Ming
supporting information, p. 3894 - 3899 (2017/10/07)
An intramolecular hydroamidation of ortho-vinyl benzamides had been developed. The reaction was promoted efficiently by potassium tert-butoxide and N,N-dimethylformamide without the need for strong oxidants or transition-metal catalysts. A series of dihyd
Reactions Catalysed by a Binuclear Copper Complex: Relay Aerobic Oxidation of N-Aryl Tetrahydroisoquinolines to Dihydroisoquinolones with a Vitamin B1 Analogue
Liu, Yuxia,Wang, Chao,Xue, Dong,Xiao, Miao,Liu, Jiao,Li, Chaoqun,Xiao, Jianliang
, p. 3062 - 3066 (2017/03/13)
N-Aryl tetrahydroisoquinolines were oxidised to dihydroisoquinolones through the relay catalysis of a binuclear paddle-wheel copper complex and a vitamin B1 analogue with oxygen as oxidant. Mechanistic studies revealed that the copper catalyst oxidises amines to the corresponding iminium salts, which are then oxygenated to lactam products by catalysis of the vitamin B1 analogue.
