Unknown

Dataset Information

0

General and Efficient Copper-Catalyzed Oxazaborolidine Complex in Transfer Hydrogenation of Isoquinolines under Mild Conditions.

ABSTRACT: A general and efficient method for copper-catalyzed transfer hydrogenation of isoquinolines with an oxazaborolidine-BH3 complex, under mild reaction conditions, is successfully developed. A broad range of isoquinolines has been reduced to the corresponding products with 61-85% yields. The method is applied to the synthesis of biologically active tetrahydrosioquinoline alkaloid (±)-norlaudanosine in 62% yield, which is the key precursor for the preparation of (±)-laudanosine, (±)-N-methyl-laudanosine, and (±)-xylopinine in one or two steps.

SUBMITTER: Du Q 

PROVIDER: S-EPMC7450644 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

General and Efficient Copper-Catalyzed Oxazaborolidine Complex in Transfer Hydrogenation of Isoquinolines under Mild Conditions.

Du Qianyu Q   Liu Linpeng L   Zhou Taigang T  

ACS omega 20200813 33

A general and efficient method for copper-catalyzed transfer hydrogenation of isoquinolines with an oxazaborolidine-BH<sub>3</sub> complex, under mild reaction conditions, is successfully developed. A broad range of isoquinolines has been reduced to the corresponding products with 61-85% yields. The method is applied to the synthesis of biologically active tetrahydrosioquinoline alkaloid (±)-norlaudanosine in 62% yield, which is the key precursor for the preparation of (±)-laudanosine, (±)-<i>N<  ...[more]

Similar Datasets

Unknown Efficient copper-catalyzed amination of DNA-conjugated aryl iodides under mild aqueous conditions.
| S-EPMC6072498 | biostudies-literature
Unknown Manganese-Catalyzed Hydrogenation of Ketones under Mild and Base-free Conditions.
| S-EPMC8155567 | biostudies-literature
Unknown Iridium-Catalyzed Enantioselective and Diastereoselective Hydrogenation of 1,3-Disubstituted Isoquinolines.
| S-EPMC8152574 | biostudies-literature
Unknown Copper-Catalyzed Transfer Hydrogenation of N-Heteroaromatics with an Oxazaborolidine Complex.
| S-EPMC6648510 | biostudies-literature
Unknown Convenient and General Zinc-Catalyzed Borylation of Aryl Diazonium Salts and Aryltriazenes under Mild Conditions.
| S-EPMC5474665 | biostudies-literature
Unknown A facile copper(I)-catalyzed homocoupling of terminal alkynes to 1,3-diynes with diaziridinone under mild conditions.
| S-EPMC3864717 | biostudies-literature
Unknown Chemoselective Hydrogenation of Aldehydes under Mild, Base-Free Conditions: Manganese Outperforms Rhenium.
| S-EPMC5939901 | biostudies-literature
Unknown Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions.
| S-EPMC7473404 | biostudies-literature
Unknown Ligand-Mediated and Copper-Catalyzed C(sp(3))-H Bond Functionalization of Aryl Ketones with Sodium Sulfinates under Mild Conditions.
| S-EPMC4683520 | biostudies-literature
Unknown Atomically Precise, Thiolated Copper-Hydride Nanoclusters as Single-Site Hydrogenation Catalysts for Ketones in Mild Conditions.
| S-EPMC6750866 | biostudies-literature