16692-58-3Relevant articles and documents
Palladium-catalyzed: Ortho -halogen-induced deoxygenative approach of alkyl aryl ketones to 2-vinylbenzoic acids
Ram, Shankar,Sharma, Ajay Kumar,Chauhan, Arvind Singh,Das, Pralay
, p. 10674 - 10677 (2020/10/02)
The 2-vinylbenzoic acids have wide applications in the field of polymer chemistry and are key precursors for the synthesis of important bioactive molecules. Herein, an ortho-halogen-induced deoxygenative approach for the generation of 2-vinylbenzoic acids from alkyl aryl ketones by palladium catalysis is discovered and explored. This approach requires no base or stoichiometric additives and can be carried out through a simple one-step process. Furthermore, the present reaction is scalable up to one-gram scale. The commercially available palladium on carbon (5 wt%) was used as a heterogeneous catalyst and showed excellent recyclability (5 times) without significant loss in catalytic activity. Pleasingly, under our optimized conditions, the alpha alkyl substituted 2-iodoacetophenones exhibit good diastereoselectivity and predominantly (E)-2-vinylbenzoic acids were obtained with good to excellent yields.
An Easy-to-Machine Electrochemical Flow Microreactor: Efficient Synthesis of Isoindolinone and Flow Functionalization
Folgueiras-Amador, Ana A.,Philipps, Kai,Guilbaud, Sébastien,Poelakker, Jarno,Wirth, Thomas
, p. 15446 - 15450 (2017/11/10)
Flow electrochemistry is an efficient methodology to generate radical intermediates. An electrochemical flow microreactor has been designed and manufactured to improve the efficiency of electrochemical flow reactions. With this device only little or no supporting electrolytes are needed, making processes less costly and enabling easier purification. This is demonstrated by the facile synthesis of amidyl radicals used in intramolecular hydroaminations to produce isoindolinones. The combination with inline mass spectrometry facilitates a much easier combination of chemical steps in a single flow process.
Stereospecific Formation of 2-benzoic Acids in an Unusual Reaction of Thiophthalides with Aldehydes
Mal, Dipakranjan,Majumdar, Gita,Pal, Ranjan
, p. 1115 - 1116 (2007/10/02)
The reaction of thiophthalides 1 with aldehydes 3 in the presence of lithium tert-butoxide at -60 deg C to 25 deg C results in the stereospecific formation of only trans 2-(alk-1'-enyl)benzoic acids 4 in fairly good yields in one-pot operations.This react