614-80-2Relevant articles and documents
Unprecedented Dearomatized Spirocyclopropane in a Sequential Rhodium(III)-Catalyzed C?H Activation and Rearrangement Reaction
Wang, Xiaoming,Li, Yingzi,Knecht, Tobias,Daniliuc, Constantin G.,Houk,Glorius, Frank
, (2018)
An unprecedented dearomatized spirocyclopropane intermediate was discovered in a sequential Cp*RhIII-catalyzed C?H activation and Wagner–Meerwein-type rearrangement reaction. How the oxidative O?N bond is cleaved and the role of HOAc were uncov
Synthesis method of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane
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Paragraph 0030-0032; 0037-0039, (2021/04/29)
The invention discloses a synthesis method of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane, which comprises the following steps: acetylating o-aminophenol serving as a starting material to obtain o-acetamidophenol, condensing the o-acetamidophenol with hexafluoroacetone trihydrate to obtain 2, 2-bis (3-acetamido-4-hydroxyphenyl) hexafluoropropane, and finally deacetylating to obtain the 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane. The synthetic route does not need catalytic hydrogenation or nitration, and compared with the existing route for synthesizing 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane, the synthetic route provided by the invention has the advantages of higher safety, more environmental friendliness, lower production cost and basically equivalent yield, thereby being more suitable for industrial mass production.
Paracetamol and other acetanilide analogs as inter-molecular hydrogen bonding assisted diamagnetic CEST MRI contrast agents
Chakraborty, Subhayan,Peruncheralathan,Ghosh, Arindam
, p. 6526 - 6534 (2021/02/21)
Paracetamol and a few other acetanilide derivatives are reported as a special class of diamagnetic Chemical Exchange Saturation Transfer (diaCEST) MRI contrast agents, that exhibit contrast only when the molecules form inter-molecular hydrogen bonding mediated molecular chains or sheets. Without the protection of the hydrogen bonding their contrast producing labile proton exchanges too quickly with the solvent to produce any appreciable contrast. Through a number of variable temperature experiments we demonstrate that under the conditions when the hydrogen bond network breaks and the high exchange returns back, the contrast drops quickly. The well-known analgesic drug paracetamol shows 12% contrast at a concentration of 15 mM at physiological conditions. With the proven safety track-record for human consumption and appreciable physiological contrast, paracetamol shows promise as a diaCEST agent forin vivostudies.
An Environmentally Benign, Catalyst-Free N?C Bond Cleavage/Formation of Primary, Secondary, and Tertiary Unactivated Amides
Kumar, Vishal,Dhawan, Sanjeev,Girase, Pankaj Sanjay,Singh, Parvesh,Karpoormath, Rajshekhar
, p. 5627 - 5639 (2021/11/11)
Herein, we report an operationally simple, cheap, and catalyst-free method for the transamidation of a diverse range of unactivated amides furnishing the desired products in excellent yields. This protocol is environmentally friendly and operates under extremely mild conditions without using any promoter or additives. Significantly, this strategy has been implied in the chemoselective synthesis of a pharmaceutical molecule, paracetamol, on a gram-scale with excellent yield. We anticipate that this universally applicable strategy will be of great interest in drug discovery, biochemistry, and organic synthesis.
