Results 31 to 40 of about 4,486 (199)

One-pot functionalisation of N-substituted tetrahydroisoquinolines by photooxidation and tunable organometallic trapping of iminium intermediates

Beilstein Journal of Organic Chemistry, 2014
Nucleophilic trapping of iminium salts generated via oxidative functionalisation of tertiary amines is well established with stabilised carbon nucleophiles.
Joshua P. Barham, Matthew P. John, John A. Murphy   +2 more
doaj   +1 more source

Synthesis, Functionalization, and Reactivity of Vinyl Sulfondiimidamides

Angewandte Chemie, EarlyView.
Combining unsymmetrical sulfurdiimide reagents (R‐NSN‐R1) and Grignard reagents, followed by oxidative amination, delivers a series of vinyl sulfondiimidamides. Reactivity with cysteine and lysine derivatives is shown, and the cysteine reactivity is mapped in detail. Variation of the two imidic N‐substituents can be used to tune reactivity of these new
Katherine G. Rodden, Agamemnon E. Crumpton, Samuel E. Dalton, Michael A. Clegg, Michael C. Willis   +4 more
wiley   +2 more sources

'Dopamine-first' mechanism enables the rational engineering of the norcoclaurine synthase aldehyde activity profile [PDF]

, 2015
Norcoclaurine synthase (NCS) (EC 4.2.1.78) catalyzes the Pictet–Spengler condensation of dopamine and an aldehyde, forming a substituted (S)-tetrahydroisoquinoline, a pharmaceutically important moiety.
Gershater, M.C., Hailes, H.C., Keep, Nicholas H., Lamming, E.D., Lichman, B.R., Pesnot, T., Sula, Altin, Ward, J.M.   +7 more
core   +1 more source

Cross-Cyclotrimerization with Two Nitriles as a Synthetic Pathway to Unsymmetrically 3,3’-Disubstituted bis(Tetrahydroisoquinolines)

Molecules, 2009
Microwave assisted CpCo(CO)2 catalyzed cross-cyclotrimerizations of 1,7,9,15-hexadecatetrayne with two different nitriles to give unsymmetrically substituted bis(tetrahydroisoquinolines) was studied.
Aneta Kadlčíková, Martin Kotora
doaj   +1 more source

Preparation of substituted tetrahydroisoquinolines by Pd(II)-catalyzed NH2-directed insertion of Michael acceptors into C-H bonds followed by NH2-conjugated additions [PDF]

, 2017
3,3-Disubstituted tetrahydroisoquinolines are prepared in one step from Michael acceptors and 2-phenylethylamines under Pd catalysis and Ag2CO3 as an oxidant. Presumably, activation of an ortho C-H bond of the aromatic ring with Pd(II) is directed by the
Alamillo, Carla, Albert Mach, Joan, Ariza Piquer, Xavier, Etxabe, Haizea, Farràs i Soler, Jaume, García Gómez, Jordi, Granell Sanvicente, Jaime Ramón, Mancinelli, Andrea, Quijada, F. Javier   +8 more
core   +1 more source

Synthesis of 1-(para-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes

Molecules, 2018
1-(p-Methoxyphenyl)tetrazolyl-substituted 6,7-dimethoxy(6,7-methylenedioxy)-1,2,3,4-tetrahydroisoquinolines formed tetrazolyl-substituted azocines in high yields by using activated alkynes.
Alexander A. Titov, Reza Samavati, Elena V. Alexandrova, Tatiana N. Borisova, Tuyet Anh Dang Thi, Van Tuyen Nguyen, Tuan Anh Le, Alexey V. Varlamov, Erik V. Van der Eycken, Leonid G. Voskressensky   +9 more
doaj   +1 more source

Direct and Efficient C(sp3)–H Functionalization of N-Acyl/Sulfonyl Tetrahydroisoquinolines (THIQs) With Electron-Rich Nucleophiles via 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone (DDQ) Oxidation

Frontiers in Chemistry, 2020
A highly efficient metal-free oxidative direct C(sp3)–H functionalization of N-acyl/sulfonyl 1,2,3,4-tetrahydroisoquinolines (THIQs) with a wide range of electron-rich nucleophiles was accomplished under mild conditions through oxidation with DDQ and ...
Heesun Yu, Hyoungsu Kim, Seung-Hoon Baek, Dongjoo Lee   +3 more
doaj   +1 more source

Pharmacokinetic Study and Metabolite Identification of 1-(3′-bromophenyl)-heliamine in Rats

Pharmaceuticals, 2022
Tetrahydroisoquinolines have been widely investigated for the treatment of arrhythmias. 1−(3′−bromophenyl)−heliamine (BH), an anti−arrhythmias agent, is a synthetic tetrahydroisoquinoline. This study focuses on the pharmacokinetic characterization of BH,
Ruqi Xi, Rahima Abdulla, Miaomiao Zhang, Zhurakulov Sherzod, Vinogradova Valentina Ivanovna, Maidina Habasi, Yongqiang Liu   +6 more
doaj   +1 more source

Carbon nitride photocatalyzes regioselective aminium radical addition to the carbonyl bond and yields N-fused pyrroles

Nature Communications, 2019
Photochemistry offers new means to perform organic chemistry, although these transformations typically require additives. Here, the authors study reactions between tetrahydroisoquinolines and chalcones under visible light using carbon nitrides for ...
Bogdan Kurpil, Katharina Otte, Artem Mishchenko, Paolo Lamagni, Wojciech Lipiński, Nina Lock, Markus Antonietti, Aleksandr Savateev   +7 more
doaj   +1 more source

Chiral Sulfinamidourea and Strong Brønsted Acid–Cocatalyzed Enantioselective Povarov Reaction to Access Tetrahydroquinolines [PDF]

, 2014
This protocol describes a method for the laboratory synthesis of enantiomerically enriched, chiral tetrahydroisoquinolines through the application of a chiral sulfinamido urea catalyst for the Povarov reaction.
Jacobsen, Eric N., Xu, Hao, Zhang, Hu
core   +1 more source