81558-19-2Relevant academic research and scientific papers
Palladium-Catalyzed Amination/Dearomatization Reaction of Indoles and Benzofurans
Zhang, Zhe,Zhang, Bo-Sheng,Li, Kai-Li,An, Yang,Liu, Ce,Gou, Xue-Ya,Liang, Yong-Min
, p. 7817 - 7839 (2020/07/16)
This report describes a palladium-catalyzed dearomatization and amination tandem reaction of 2,3-disubstituted indoles and benzofurans via the Catellani strategy. This reaction provides a new method for the construction of amino-substituted indoline-fused cyclic and benzofuran spiro compounds in good yields. The reaction has broad functional group compatibility and substrate scope.
Asymmetric N-Hydroxyalkylation of Indoles with Ethyl Glyoxalates Catalyzed by a Chiral Phosphoric Acid: Highly Enantioselective Synthesis of Chiral N,O-Aminal Indole Derivatives
Wang, Le,Zhou, Jia,Ding, Tong-Mei,Yan, Zhi-Qiang,Hou, Si-Hua,Zhu, Guo-Dong,Zhang, Shu-Yu
supporting information, p. 2795 - 2799 (2019/04/30)
A method of SPINOL-derived chiral phosphoric acid catalyzed asymmetric intermolecular N-hydroxyalkylation of multisubstituted indoles with ethyl glyoxalates is described in this report. This protocol provides an alternative, convenient, and direct strategy for efficient access to structurally unique α-chiral indole N,O-acyclic aminals with a broad substrate scope and good to excellent enantioselectivities. The synthetic utility of this methodology is illustrated by a gram-scale experiment and the subsequent efficient synthesis of more complex chiral N,O-aminal indole derivatives.
Palladium-Catalyzed Dearomative Allylic Alkylation of Indoles with Alkynes to Synthesize Indolenines with C3-Quarternary Centers
Gao, Shang,Wu, Zijun,Fang, Xinxin,Lin, Aijun,Yao, Hequan
supporting information, p. 3906 - 3909 (2016/08/16)
A palladium-catalyzed dearomative allylic alkylation of indoles with alkynes to construct indolenines with C3-quarternary centers was reported. The in situ formed arylallene intermediate omitted the need to install leaving groups on the allylic compounds and employ extra oxidants to oxidize the allylic C-H bonds. The reaction exhibited good functional group tolerance and high atom economy. Moreover, the reaction was further expanded to synthesize pyrroloindolines and furanoindolines.
Facile construction of pyrrolophenanthridone skeleton via a one-pot intramolecular Heck reaction and oxidation
Cong, Wei,Zhao, Lei,Wu, Xiaoming,Xu, Jinyi,Yao, Hequan
supporting information, p. 312 - 317 (2014/01/06)
Construction of pyrrolophenanthridone skeleton via a one-pot Pd-catalyzed intramolecular Heck reaction followed by oxidation has been achieved in moderate to good yields. The reaction mechanism has been proposed.
Efficient construction of fused indolines with a 2-quaternary center via an intramolecular heck reaction with a low catalyst loading
Zhao, Lei,Li, Ziyuan,Chang, Lin,Xu, Jinyi,Yao, Hequan,Wu, Xiaoming
supporting information; scheme or table, p. 2066 - 2069 (2012/06/18)
An efficient construction of fused indolines with a 2-quaternary center through a palladium-catalyzed intramolecular Heck reaction of N-(2(2-halobenzoxyl)-2,3-disubstituted indoles is disclosed. This protocol provided a straightforward access to diverse fused indolines with good functional group tolerance.
TRIFLUOROMETHYLATION OF AROMATIC AMINO AND THIO COMPOUNDS BY BISTRIFLUOROMETHYL TELLURIDE
Naumann, D.,Pazenok, S. V.,Turra, V.
, p. 128 - 130 (2007/10/02)
The reaction of aromatic and heterocyclic amines with (CF3)2Te gave the products from trifluoromethylation in the aromatic ring.The reaction with the corresponding thiols gave S-trifluoromethyl derivatives.
CYANINE DYES FROM DERIVATIVES OF 4-, 5-, and 6-TRIFLUOROMETHYLINDOLENINES
Troitskaya, V. I.,Oksengendler, I. G.,Pazenok, S. V.,Lyubich, M. S.,Larina, S. M.,Yagupol'skii, L. M.
, p. 39 - 43 (2007/10/02)
The synthesis of 2,3-dimethyl-5- and -6-trifluoromethylindoles and 2,3,3-trimethyl-4-, -5-, and -6-trifluoromethylindolenines, from which quarternary salts, as well as indocarbo- and di- and tricarbocyanine dyes were obtained, is described.The effect of the introduction of a trifluoromethyl group in the 4, 5, and 6 positions on the color of the indocyanine dyes is examined.
