77317-06-7Relevant academic research and scientific papers
Visible-light induced enhancement in the multi-catalytic activity of sulfated carbon dots for aerobic carbon-carbon bond formation
Sarma, Daisy,Majumdar, Biju,Sarma, Tridib K.
, p. 6717 - 6726 (2019/12/26)
The development of carbonaceous materials as metal-free catalysts integrating different types of catalysis in a single system represents a significant advance in cascade/tandem organic synthesis. Zero-dimensional carbon dots with tuneable optical properties and easily modifiable surface functionalities can be harnessed as a carbocatalyst for merging photooxidation and acid-catalyzed reactions in one pot. Herein, we explore carbon dots decorated with hydrogen sulfate groups as a photocatalyst for the dehydrogenative cross-coupling of xanthenes with ketones, arenes and 1,3-dicarbonyl compounds that showed high efficiency and selectivity under visible-light irradiation. The sulphated carbon dots demonstrate dual catalytic properties, wherein they induced the rapid photooxidation of xanthenes in the presence of molecular oxygen to form a hydroperoxy intermediate followed by coupling of nucleophiles catalysed by the acidic surface functional groups. The methodology represents an operationally simple pathway for the generation of C-C coupling products in a short reaction time with wide substrate scopes under mild conditions. The catalyst is easily separable and can be reused over multiple cycles with good efficiency.
Copper(II) catalyzed cross-dehydrogenative coupling of cyclic benzylic ethers with simple carbonyl compounds by Na2S2O 8
Pan, Xinhui,Hu, Qingwen,Chen, Wenfang,Liu, Xigong,Sun, Bin,Huang, Zhouli,Zeng, Ziyu,Wang, Liguo,Zhao, Dan,Ji, Mei,Liu, Lei,Lou, Hongxiang
, p. 3447 - 3451 (2014/05/06)
Copper(II) catalyzed cross-dehydrogenative coupling of cyclic benzylic ethers with a variety of simple carbonyl compounds mediated by Na 2S2O8 is developed. The scope of carbonyl components is broad, including simple aldeh
Structurally diverse α-substituted benzopyran synthesis through a practical metal-free C(sp3)-H functionalization
Chen, Wenfang,Xie, Zhiyu,Zheng, Hongbo,Lou, Hongxiang,Liu, Lei
supporting information, p. 5988 - 5991 (2015/01/08)
A trityl ion-mediated practical C-H functionalization of a variety of benzopyrans with a wide range of nucleophiles (organoboranes and C-H molecules) at ambient temperature has been disclosed. The metal-free reaction has an excellent functional group tole
Organocatalysis by neutral multidentate halogen-bond donors
Kniep, Florian,Jungbauer, Stefan H.,Zhang, Qi,Walter, Sebastian M.,Schindler, Severin,Schnapperelle, Ingo,Herdtweck, Eberhardt,Huber, Stefan M.
supporting information, p. 7028 - 7032 (2013/07/26)
I(n)organocatalysis: Neutral multidentate halogen-bond donors (halogen-based Lewis acids) catalyze the reaction of 1-chloroisochroman with ketene silyl acetals. The organocatalytic activity is linked to the presence (and number as well as orientation) of
Synthesis of Carbocyclic Spiro Compounds from Isochroman Derivatives via Intramolecular Aldol Reaction
Hashigaki, Kuniko,Yoshioka, Sabroh,Yamato, Masatoshi
, p. 1004 - 1007 (2007/10/02)
Condensation of 1-ethoxyisochromans with cyclohexanones, 1-indanone, or 1-tetralone in the presence of boron trifluoride etherate affords α-(isochroman-1-yl)-cyclic ketones.Reductive ring cleavage of the isochromanyl moiety followed by Jones oxidation yie
Reactivity of Isocoumarins. II. Reaction of 1-Ethoxyisochroman with nucleophilic reagents
Yamato, Masatoshi,Ishikawa, Tadataka,Kobayashi, Toshio
, p. 2967 - 2971 (2007/10/02)
The C(1)-position of 1-ethoxyisochroman (3) is very susceptible to attack by various nucleophilic reagents.Reaction of 3 with various alcohols, such as benzyl alcohols, N,N-dimethylaminoethanol and ethyl lactate, gave corresponding 1-alkoxyisochromans (5,7,8 and 9).Reaction of 3 with phenols, such as phenol and methyl p-hydroxybenzoate, gave 1-(hydroxyphenyl)isochromans (11, 12, 13 and 16).Some monoalkoxybenzenes were unreactive with 3 but 1,3-dimethoxybenzene gave corresponding 1-(dimethoxyphenyl)isochromans (14 and 15).Reaction of 3 with an emanine such as 1-morpholino-1-cyclohexene gave 2-(1-isochromanyl)-1-(4-morpholino)cyclohexene, which was hydrolyzed to give 2-(1-isochromanyl)cyclohexanone (17).Reaction of 3 with ketones, i.e., cyclohexanone and ethyl acetoacetate, gave 17 and ethyl α-(1-isochromanyl)acetoacetate (18), respectively.
