γ-Carboline synthesis enabled by Rh(iii)-catalysed regioselective C–H annulation?
Chemical Communications Pub Date: 2020-10-05 DOI: 10.1039/D0CC04740F
Abstract
A redox-neutral Rh(III)-catalyzed C–H annulation of indolyl oximes was developed. Relying on the use of various alkynyl silanes as the terminal alkyne surrogates, the reaction exhibited a reverse regioselectivity, thus giving an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labelling experiments and kinetic analysis have preliminarily shed light on the working mode of this catalytic system.
Recommended Literature
- [1] Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage? M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. KaskelJ. Mater. Chem. A, 2015,3, 17983-17990 10.1039/C5TA03730A
- [2] Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-MoralesCrystEngComm, 2013,15, 2206-2212 10.1039/C2CE26556G
- [3] Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue GaoRSC Adv., 2017,7, 34392-34400 10.1039/C7RA05271E
- [4] Dissociation of large gaseous serine clusters produces abundant protonated serine octamer Jacob S. Jordan,Evan R. WilliamsAnalyst, 2021,146, 2617-2625 10.1039/D1AN00273B
- [5] Distribution and patterns of use of food additives in foods and beverages available in Brazilian supermarkets? Vanessa dos Santos Pereira Montera,Camila Aparecida BorgesFood Funct., 2021,12, 7699-7708 10.1039/D1FO00429H
- [6] Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries? Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde WangJ. Mater. Chem. A, 2018,6, 516-526 10.1039/C7TA08423D
- [7] Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)? Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. LlewellynChem. Commun., 2007, 3291-3293 10.1039/B703468G
- [8] Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces? Shintaro Takata,Yoshihiro MiuraPhys. Chem. Chem. Phys., 2014,16, 24784-24789 10.1039/C4CP03280B
- [9] Exclusive enantioselective recognition of glucopyranosides by inherently chiral hemicryptophanes? Olivier Perraud,Alexandre Martinez,Jean-Pierre DutastaChem. Commun., 2011,47, 5861-5863 10.1039/C1CC10964B
- [10] Exciting clusters, what does off-resonance actually mean?? Goonay Yousefalizadeh,Shideh Ahmadi,Nicholas J. Mosey,Kevin G. StamplecoskieNanoscale, 2021,13, 242-252 10.1039/D0NR06493A
Journal Name:Chemical Communications
research_products
-
CAS no.: 89640-58-4