91-55-4Relevant articles and documents
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Dave,Warnhoff
, p. 919 (1970)
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Study of catalytic hydrogenation and dehydrogenation of 2,3-dimethylindole for hydrogen storage application
Dong, Yuan,Zhao, Haoming,Zhao, Yinheng,Yang, Ming,Zhang, Heshun,Cheng, Hansong
, p. 15729 - 15737 (2021)
2,3-Dimethylindole (2,3-DMID), a candidate with a hydrogen storage capacity of 5.23 wt%, was studied as a new liquid organic hydrogen carrier (LOHC) in detail in this report. Hydrogenation of 2,3-DMID was conducted over 5 wt% Ru/Al2O3 by investigating the influences of temperature and hydrogen pressure. 100% of fully hydrogenated product, 8H-2,3-DMID can be achieved at 190 °C and 7 MPa in 4 h. Dehydrogenation of 8H-2,3-DMID was performed over 5 wt% Pd/Al2O3 at 180-210 °C and 101 kPa. It is found that dehydrogenation of 8H-2,3-DMID followed first order kinetics with an apparent activation energy of 39.6 kJ mol-1. The structures of intermediates produced in the 8H-2,3-DMID dehydrogenation process were analyzed by DFT calculations.
Chiral-Phosphoric-Acid-Catalyzed C6-Selective Pictet-Spengler Reactions for Construction of Polycyclic Indoles Containing Spiro Quaternary Stereocenters
Huang, Wen-Jun,Wang, Han,Wang, Xin-Wei,Wu, Bo,Zhou, Yong-Gui
supporting information, p. 1727 - 1731 (2022/03/14)
Compared with the well-established asymmetric Pictet-Spengler reactions on the pyrrole ring of indoles, the catalytic asymmetric Pictet-Spengler reaction on the benzene ring of indoles has been rarely studied. Herein the C6-selective Pictet-Spengler react
Acceptorless dehydrogenative condensation: synthesis of indoles and quinolines from diols and anilines
Bellezza, Delia,Zaragozá, Ramón J.,José Aurell,Ballesteros, Rafael,Ballesteros-Garrido, Rafael
supporting information, p. 677 - 683 (2021/02/06)
The use of diols and anilines as reagents for the preparation of indoles represents a challenge in organic synthesis. By means of acceptorless dehydrogenative condensation, heterocycles, such as indoles, can be obtained. Herein we present an experimental and theoretical study for this purpose employing heterogeneous catalysts Pt/Al2O3and ZnO in combination with an acid catalyst (p-TSA) and NMP as solvent. Under our optimized conditions, the diol excess has been reduced down to 2 equivalents. This represents a major advance, and allows the use of other diols. 2,3-Butanediol or 1,2-cyclohexanediol has been employed affording 2,3-dimethyl indoles and tetrahydrocarbazoles. In addition, 1,3-propanediol has been employed to prepare quinolines or natural and synthetic julolidines.
Palladium-catalyzed dearomative allylation of indoles with cyclopropyl acetylenes: access to indolenine derivatives
Lu, Chuan-Jun,Chen, Yu-Ting,Wang, Hong,Li, Yu-Jin
, p. 635 - 644 (2021/02/06)
A palladium-catalyzed redox-neutral allylic alkylation of indoles with cyclopropyl acetylenes has been disclosed. Various 1,3-diene indolenine framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio- and stereoselectivities. The reaction could be further expanded to the dearomatization of naphthols to synthesize functionalized cyclohexadienones with 1,3-diene motifs. The reaction exhibited high atom economy and good functional group tolerance.