215527-70-1Relevant articles and documents
Domino Carbopalladation/C-H Activation as a Quick Access to Polycyclic Frameworks
Saha, Nemai,Wang, Haiwen,Zhang, Shengyi,Du, Yongliang,Zhu, Daqian,Hu, Yumin,Huang, Peng,Wen, Shijun
, p. 712 - 715 (2018)
A new type of domino reaction for synthesis of heterocycles fusing the important bioactive cores, such as oxindole, indoline, and isoquinoline, is presented. Upon exposure to the very common palladium catalyst, the conceptually designed N-alkenyl iodobiaryls undergo a sequential carbopalladation/C-H activation to build polycyclic frameworks. These novel unique frameworks may provide structure sources in fragment-based drug discovery.
FORMATION OF BOTH METHYLENEDIOXY GROUPS IN THE ALKALOID (S)-STYLOPINE ISCATALYZED BY CYTOCHROME P-450 ENZYMES
Bauer, W.,Zenk, M.H.
, p. 5257 - 5260 (1989)
Two higly stereospecific microsomal cytochrome P-450 NADPH depedent enzymes have been discovered and characterized wich are responsible for the methylenedioxy group formation from (S)-scoulerine via (S)-cheilanthifoline to (S)-stylopine.
Electrochemically enabled rhodium-catalyzed [4 + 2] annulations of arenes with alkynes
Chen, Jia-Yi,Li, Ming,Li, Rui-Tao,Ma, Qiang,Ni, Shao-Fei,Wang, Zi-Chen,Wen, Li-Rong,Zhang, Lin-Bao
supporting information, p. 9515 - 9522 (2021/12/09)
Herein, electrochemically driven, Rh(iii)-catalyzed regioselective annulations of arenes with alkynes have been established. The strategy, combining the use of a rhodium catalyst with electricity, not only avoids the need for using a stoichiometric amount of external oxidant, but also ensures that the transformations proceed under mild and green conditions, which enable broad functional group compatibility with a variety of substrates, including drugs and pharmaceutical motifs. Moreover, the electrolysis reaction was made operationally simple by employing an undivided cell, and proceeds efficiently in aqueous solution in air. This journal is
Arylation/Intramolecular Conjugate Addition of 1,6-Enynes Enabled by Manganese(I)-Catalyzed C-H Bond Activation
Tan, Yun-Xuan,Liu, Xing-Yu,Zhao, Yi-Shuang,Tian, Ping,Lin, Guo-Qiang
supporting information, p. 5 - 9 (2018/11/23)
An arylation/intramolecular conjugate addition of cyclohexadienone-containing 1,6-enynes has been established through initiation by manganese(I)-catalyzed C-H bond activation. This tandem reaction involved unusual E/Z-isomerized alkenyl-Mn intermediates and proceeded smoothly with high chemoselectivities and perfect atom economy. The cyclization products could be further transformed to various structures. Mechanistic studies suggested that cleavage of the C-H bond was involved in the turnover-limiting step, and a manganese carbene anion intermediate was proposed to explain such an E/Z isomerization process.
Acetic Acid-Promoted Rhodium(III)-Catalyzed Hydroarylation of Terminal Alkynes
Duan, Chang-Lin,Liu, Xing-Yu,Tan, Yun-Xuan,Ding, Rui,Yang, Shiping,Tian, Ping,Lin, Guo-Qiang
supporting information, p. 932 - 938 (2019/05/10)
Rhodium(III)-catalyzed hydroarylation of terminal alkynes has not previously been achieved because of the inevitable oligomerization and other side reactions. Here, we report a novel Cp?Rh(III)-catalyzed hydroarylation of terminal alkynes in acetic acid as solvent to facilitate the C-H bond activation and subsequent transformations. This reaction proceeds under mild conditions, providing an effective approach to the synthesis of alkenylated heterocycles in high to excellent yields (31-99%) with a broad substrate scope (37 examples) and good functional-group compatibility. In this transformation, the loading of the alkyne can be reduced to 1.2 equivalents, which indicates the significant role of HOAc in lowering the reaction temperature and suppressing the oligomerization of the terminal alkyne. Preliminary mechanistic studies are also presented.
Pd(II)-Catalyzed Synthesis of Alkylidene Phthalides via a Decarbonylative Annulation Reaction
Borthakur, Somadrita,Baruah, Swagata,Sarma, Bipul,Gogoi, Sanjib
supporting information, p. 2768 - 2771 (2019/04/16)
An unprecedented Pd(II)-catalyzed decarbonylative C-H/C-C activation and annulation reaction, which proceeds via intramolecular cyclization, is reported. This reaction of hydroxynaphthoquinones with disubstituted alkynes provides good yields of substituted alkylidene phthalides, which are the key intermediates for the synthesis of bioactive natural products.
Deuterated phenyl containing triazine compound and applications thereof, and organic electroluminescent device
-
Paragraph 0120; 0121; 0126; 0127, (2019/04/10)
The invention relates to the field of organic light emitting devices, and discloses a deuterated phenyl containing triazine compound and applications thereof, and an organic electroluminescent device.The triazine compound has a structure which is shown as a formula (I); R1 and R2 are respectively and independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, a substituted or unsubstituted dibenzothiophene group, and a substituted or unsubstituted dibenzofuran group. Current efficiency, brightness and service life can be effectively enhanced when the compound is used as the host material of a luminous layer. The structure of the compound is shown as the formula (I).
Directed: Ortho C-H borylation catalyzed using Cp?Rh(iii)-NHC complexes
Thongpaen, Jompol,Schmid, Thibault E.,Toupet, Loic,Dorcet, Vincent,Mauduit, Marc,Baslé, Olivier
supporting information, p. 8202 - 8205 (2018/07/29)
Cp?Rh(NHC) complexes with bulky chiral bidentate NHC-carboxylate ligands were efficiently synthesized and fully characterized including solid-state structures. These unprecedented rhodium(iii) complexes demonstrated high selectivity in pyridine-directed ortho-C-H borylation of arenes under mild conditions.
Rhodium-Catalyzed Regioselective Synthesis of Isoindolium Salts from 2-Arylpyridines and Alkenes in Aqueous Medium under Oxygen
Upadhyay, Nitinkumar Satyadev,Jayakumar, Jayachandran,Cheng, Chien-Hong
supporting information, p. 3381 - 3386 (2016/11/13)
A highly regioselective synthesis of pyrido[2,1-a]isoindolium salts from 2-arylpyridines and two equivalents of electron-deficient alkenes catalyzed by rhodium is demonstrated. The reaction was carried out in aqueous medium at 110 °C using inexpensive oxygen as oxidant. Reverse aza-Michael addition of the isoindolium salt occurs when the salt was treated with base to give a β-disubstituted alkene product. A reaction mechanism involving an ortho C–H olefination of 2-arylpyridine by alkene, intramolecular aza-Michael addition, deprotonation at the β-carbon of the alkene fragment followed by another Michael addition to give the final product is proposed. (Figure presented.).
Synthesis of Fluorenes Starting from 2-Iodobiphenyls and CH2Br2 through Palladium-Catalyzed Dual C-C Bond Formation
Shi, Guangfa,Chen, Dushen,Jiang, Hang,Zhang, Yu,Zhang, Yanghui
supporting information, p. 2958 - 2961 (2016/07/06)
A facile and efficient approach is developed for the synthesis of fluorene and its derivatives starting from 2-iodobiphenyls and CH2Br2. A range of fluorene derivatives can be synthesized under relatively mild conditions. The reaction proceeds via a tandem palladium-catalyzed dual C-C bond formation sequence through the key dibenzopalladacyclopentadiene intermediates, which are obtained from 2-iodobiphenyls through palladium-catalyzed C-H activation.
