22083-21-2Relevant articles and documents
Electrochemical Oxidative Coupling between Benzylic C(sp3)-H and N-H of Secondary Amines: Rapid Synthesis of α-Amino α-Aryl Esters
Chauhan, Pankaj,Choudhary, Rahul,Kumar, Indresh,Nagare, Yadav Kacharu,Pawar, Amol Prakash,Shah, Imtiyaz Ahmad,Yadav, Jyothi
, p. 9682 - 9691 (2021/07/26)
An intermolecular electrochemical coupling between the benzylic C(sp3)-H bond and various secondary amines is reported. The electronic behavior of two electronically rich units viz the α-position of α-aryl acetates and amines was engineered electrochemically, thus facilitating their reactivity for the direct access of α-amino esters. A series of acyclic/cyclic secondary amines and α-aryl acetates were tested to furnish the corresponding α-amino esters with high yields (up to 92%) under mild conditions.
Tandem N, N-Dialkylation Reaction of N-Trimethylsilyl α-Iminoesters Utilizing an Umpolung Reaction and Characteristics of the Silyl Substituent: Synthesis of Pyrrolidine, Piperidine, and Iminodiacetate
Mizota, Isao,Tadano, Yurie,Nakamura, Yusuke,Haramiishi, Tomoki,Hotta, Miyuki,Shimizu, Makoto
supporting information, p. 2663 - 2667 (2019/04/30)
Umpolung reactions of N-trimethylsilyl α-iminoester with organometallics gave directly N-alkylaminoesters in high yields without the need for removing a protecting group at the nitrogen atom. Efficient syntheses of pyrrolidines, piperidines, and iminodiacetate derivatives were also developed via tandem N,N- or N,C-dialkylation reactions utilizing characteristics of the silyl substituent. Furthermore, under the influence of silica gel, the addition of an enolate to the imino nitrogen proceeded to give an iminodiacetate derivative.
Copper activation of boronic acids: Factors affecting reactivity
Frauenlob, Robin,Garcia, Carlos,Butler, Susan,Bergin, Enda
, p. 432 - 435 (2014/06/09)
The generation of nucleophiles from the combination of aryl boronic acids and catalytic amounts of copper salt allows a reactivity distinct from other organometallic species, such as organolithiums or Grignard reagents. Here we examine how the electronic
QUINUCLIDINE ESTERS OF 1-AZAHETEROCYCLYLACETIC ACID AS ANTIMUSCARINIC AGENTS, PROCESS FOR THEIR PREPARATION AND MEDICINAL COMPOSITIONS THEREOF
-
Page/Page column 46, (2013/07/19)
The invention relates to compounds of formula (I), wherein A, R1, R2, X, m and n are as defined in the specification, as selective M3 receptor antagonists, process for their preparation, composition comprising them and the therapeutic use thereof. Said co
QUINUCLIDINE ESTERS OF 1-AZAHETEROCYCLYLACETIC ACID AS ANTIMUSCARINIC AGENTS, PROCESS FOR THEIR PREPARATION AND MEDICINAL COMPOSITIONS THEREOF
-
Paragraph 0167; 0168; 0169, (2013/07/19)
Compounds of formula (I): wherein A, R1, R2, X, m, and n are as defined in the specification, are selective M3 receptor antagonists and may be used in the treatment of, inter alia, a respiratory disease such as asthma and COPD.
A copper-catalyzed petasis reaction for the synthesis of tertiary amines and amino esters
Frauenlob, Robin,Garcia, Carlos,Bradshaw, Gary A.,Burke, Helen M.,Bergin, Enda
experimental part, p. 4445 - 4449 (2012/06/18)
We have developed a copper-catalyzed process for the coupling of aldehydes, amines, and boronic acids. This allows greater reactivity with simple aryl boronic acids and allows coupling reactions to proceed that previously failed. Initial mechanistic studi
The Chemistry of N-Substituted Benzotriazoles Part 23. Synthesis of Tertiary α-Amino Esters
Katritzky, Alan R.,Urogdi, Laszlo,Mayence, Annie
, p. 323 - 327 (2007/10/02)
2-Dialkylaminoalkanoic esters 6 are prepared in good yield by the reaction of organozinc derivatives 5 with dialkylamino(1-benzotriazolyl)acetic esters 4, obtained from the condensation of secondary amines 3 with ethyl glyoxylate 2 and benzotriazole 1.