36884-17-0Relevant articles and documents
Design, synthesis, and preliminary biological evaluation of 2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine derivatives
Jiao, Pei-Fu,Zhao, Bao-Xiang,Wang, Wei-Wei,He, Qiu-Xia,Wan, Mao-Sheng,Shin, Dong-Soo,Miao, Jun-Ying
, p. 2862 - 2867 (2006)
We synthesized a series of novel small molecules, 2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine derivatives, by tandem reduction-oxirane opening of 2-nitroaroxymethyloxiranes in moderate or excellent yields. We investigated the effects of all of the compounds on HUVEC apoptosis and A549 cell growth. The results showed that 6,8-dichloro-2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine was the most effective small molecule in promoting HUVEC apoptosis and inhibiting A549 cell proliferation, but 6-amino-2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine could remarkably inhibit HUVEC apoptosis and might induce the formation of microvessel.
Transition-Metal Acetate-Promoted Intramolecular Nitrene Insertion to Vinylogous Carbonates for Divergent Synthesis of Azirinobenzoxazoles and Benzoxazines
Gharpure, Santosh J.,Naveen, Sudi,Samala, Ganesh,Vishwakarma, Dharmendra S.
, p. 1456 - 1460 (2019/01/04)
Synthesis and isolation of highly unstable azirinobenzoxazole and benzoxazines in a chemodivergent fashion from aryl azido vinylogous carbonates by simple change in transition metal acetate is described. Thermal or rhodium(II) acetate-mediated decompositi
First use of HEH in oxazine synthesis: Hydroxy-substituted 2 H-1,4-benzoxazine derivatives
Meng, Qing-Yuan,Liu, Qiang,Li, Jing,Xing, Rui-Guang,Shen, Xiao-Xia,Zhou, Bo
experimental part, p. 3283 - 3286 (2010/03/04)
The synthesis of 2H-1,4-benzoxazine derivatives from 1,2-epoxy-3-(2- nitroaryloxy)propanes in the presence of Hantzsch 1,4-dihydropyridine (HEH) and Pd/C as a catalyst was achieved. The nitro group was reduced before the epoxide functionality, leading to attack of the amino group on the epoxide moiety in a 6-exo-fashion. By introducing a methyl group at the 1-position, the 7-endo ring-closed product could also be formed. Georg Thieme Verlag Stuttgart - New York.