22809-44-5Relevant academic research and scientific papers
Carboxyl activation via silylthioesterification: One-pot, two-step amidation of carboxylic acids catalyzed by non-metal ammonium salts
Lamar, Angus A.,Liebeskind, Lanny S.
, p. 6034 - 6037 (2015/10/28)
The first organo-catalyzed silylthioesterification of a carboxylic acid and a commercially available mercaptoorganosilane results in the in situ production of an O-silylthionoester. Subsequent amine addition forms amides in an operationally simple one-pot procedure without removal of water. The scope and efficiency of these reactions with respect to the catalyst, carboxylic acid, amine, [Si-S] moiety, and solvent are investigated. A number of functionalities are tolerated in the two-step amidation including alkene, alkyne, alkyl and aryl halides, benzylic ethers, and heterocycles with free coordinating sites.
Structural modifications of N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1- piperazinehexanamides: Influence on lipophilicity and 5-HT7 receptor activity. Part III
Leopoldo, Marcello,Lacivita, Enza,De Giorgio, Paola,Fracasso, Claudia,Guzzetti, Sara,Caccia, Silvio,Contino, Marialessandra,Colabufo, Nicola A.,Berardi, Francesco,Perrone, Roberto
experimental part, p. 5813 - 5822 (2009/09/08)
Starting from the previously reported 5-HT7 receptor agents 4-7 with N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1-piperazinehexanamide structure, the 1-(2-methylthiophenyl)-, 1-(2-diphenyl)-, 1(2-isopropylphenyl)-, and 1-(2-methoxyphenyl)pipe
High-load, soluble oligomeric carbodiimide: Synthesis and application in coupling reactions
Zhang, Mianji,Vedantham, Punitha,Flynn, Daniel L.,Hanson, Paul R.
, p. 8340 - 8344 (2007/10/03)
A facile preparation of a high-load, soluble oligomeric alkyl cyclohexylcarbodiimide (OACC) reagent via ROM polymerization from commercially available starting materials is described. This reagent is exploited as a coupling reagent for esterification, amidation, and dehydration of carboxylic acids (aliphatic and aromatic) with an assortment of alcohols (aliphatic primary, secondary, and benzylic), thiols, phenols, and amines (aliphatic primary, secondary, benzylic, and aromatic/anilines), respectively. Following the coupling event, precipitation with an appropriate solvent (Et2O, MeOH, or EtOAc), followed by filtration through a SPE provides the products in good to excellent yield and purity.
Facile preparation of 2-imino tetrahydrofurans, pyrans and oxepans
Alanine,Fishwick,Szantay Jr.
, p. 6571 - 6572 (2007/10/02)
A simple and convenient route to 2-imino tetrahydrofurans, pyrans and oxepans which utilizes a silver-assisted intramolecular O-alkylation has been developed and produces these novel imidates in good yields and with high stereoselectivity.
