116345-96-1Relevant articles and documents
Selective and Sequential Aminolysis of Benzotrifuranone: Synergism of Electronic Effects and Ring Strain Gradient
Baker, Matthew B.,Ferreira, Renan B.,Tasseroul, Jonathan,Lampkins, Andrew J.,Al Abbas, Alexandre,Abboud, Khalil A.,Castellano, Ronald K.
, p. 9279 - 9288 (2016)
Benzotrifuranone (BTF), bearing three symmetry-equivalent lactone rings, is unique in its ability to undergo highly selective and sequential aminolysis reactions in one-pot to afford multifunctionalized molecules (>80% overall yield). New insight into thi
A Catalyst-Controlled Aerobic Coupling of ortho-Quinones and Phenols Applied to the Synthesis of Aryl Ethers
Huang, Zheng,Lumb, Jean-Philip
supporting information, p. 11543 - 11547 (2016/11/17)
ortho-Quinones are underutilized six-carbon-atom building blocks. We herein describe an approach for controlling their reactivity with copper that gives rise to a catalytic aerobic cross-coupling with phenols. The resulting aryl ethers are generated in high yield across a broad substrate scope under mild conditions. This method represents a unique example where the covalent modification of an ortho-quinone is catalyzed by a transition metal, creating new opportunities for their utilization in synthesis.
Synthesis and anti-melanogenic activity of hydroxyphenyl benzyl ether analogues
Sapkota, Kiran,Roh, Eunmiri,Lee, Eunyoung,Ha, Eun-Mi,Yang, Jae-Ho,Lee, Eung-Seok,Kwon, Youngjoo,Kim, Youngsoo,Na, Younghwa
experimental part, p. 2168 - 2175 (2011/05/11)
In order to develop potent skin whitening agents, we have synthesized 17 hydroxyphenyl benzyl ether compounds and tested their melanin synthesis inhibitory activity, DPPH free radical scavenging activity and tyrosinase inhibitory activity. Compounds 32, 35 and 36 possessing 4-hydroxyphenyl benzyl ether structure showed excellent inhibitory capacity with almost 50-fold than arbutin used as a reference in the inhibition test of α-MSH stimulated melanin synthesis in B-16 cells. 4-Hydroxyphenyl benzyl ether compounds also showed good antioxidant activity in the DPPH free radical scavenging test. The tyrosinase function was effectively inhibited by 3,5-dihydroxyphenyl benzyl ether analogues, especially compounds 18, 22, and 24.