157141-82-7Relevant articles and documents
Enhanced thermal properties of phthalonitrile networks by cooperating phenyl-s-triazine moieties in backbones
Zong, Lishuai,Liu, Cheng,Zhang, Shouhai,Wang, Jinyan,Jian, Xigao
, p. 177 - 188 (2015)
The development of phthalonitrile resins is of particular interest for aerospace applications because of their excellent heat resistance. Here, heteroaromatic phenyl-s-triazine moieties have been introduced into the architecture of the phthalonitrile resi
IEDDA Reaction of the Molecular Iodine-Catalyzed Synthesis of 1,3,5-Triazines via Functionalization of the sp3 C-H Bond of Acetophenones with Amidines: An Experimental Investigation and DFT Study
Tiwari, Abhishek R.,Nath, Shilpa R.,Joshi, Kaustubh A.,Bhanage, Bhalchandra M.
, p. 13239 - 13249 (2017/12/26)
The present work reports an inverse electron demand Diels-Alder (iEDDA)-type reaction to synthesize 1,3,5-trizines from acetophenones and amidines. The use of molecular iodine in a catalytic amount facilitates the functionalization of the sp3 C-H bond of acetophenones. This is a simple and efficient methodology for the synthesis of 1,3,5-triazines in good to excellent yields under transition-metal-free and peroxide-free conditions. The reaction is believed to take place via an in situ iodination-based oxidative elimination of formaldehyde. DFT calculations at the M062X/6-31+G(d,p) level were employed to investigate the reaction mechanism. Reaction barriers for the cycloaddition as well as a formaldehyde expulsion steps were computed, and a multistep mechanism starting with the nucleophilic attack by benzamidine on an in situ generated imine intermediate has been proposed. Both local and global reactivity descriptors were used to study the regioselectivity of the addition steps.
A novel straightforward synthesis of 2,4,6-triaryl-1,3,5-triazines via copper-catalyzed cyclization of N-benzylbenzamidines
Debnath, Pradip,Majumdar
supporting information, p. 6976 - 6978 (2015/02/19)
A novel, straightforward method for the synthesis of 2,4,6-triaryl-1,3,5-triazines via copper-catalyzed cyclization of N-benzylbenzamidines in DMSO has been developed. Compared to other methods, the present protocol has a number of advantages such as - cost-effectiveness, avoidance of aldehydes or alcohols as reaction partners, and easy accessibility of starting materials, making it a highly practical approach to access various 2,4,6-triaryl-1,3,5-triazines.