1293324-06-7

Upstream product

• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 198204-67-0 2-bromo-4,5-dimethoxybenzaldehyde oxime 
• 24424-99-5 di-tert-butyl dicarbonate 
• 89525-51-9 (2-bromo-4,5-dimethoxyphenyl)methanamine 
• 82463-75-0 2-bromo-4,5-dimethoxy-benzamide 
• 109305-98-8 2-bromo-4,5-dimethoxybenzonitrile 
• 6286-46-0 2-bromo-4,5-dimethoxybenzoic acid 
• 1251924-24-9 2-bromo-4,5-dimethoxybenzylamine hydrochloride 

Downstream Products

• 1293324-13-6 (2-bromo-4,5-dimethoxybenzyl)(cyclohex-2-enyl)carbamic acid tert-butyl ester 
• 24285-10-7 6,7-dimethoxy-3-phenylisoquinoline 

Relevant academic research and scientific papers

Palladium-Catalyzed α-Arylation of Silylenol Ethers in the Synthesis of Isoquinolines and Phenanthridines

A diverse array of isoquinolines and phenanthridines have been accessed by developing a two-step, one-pot method constituting regioselective palladium-catalyzed Kuwajima-Urabe α-arylation of silylenol ethers and acid-mediated deprotection, annulation, and aromatization. Structural diversity in the silylenol ethers leads to three different classes of isoquinolines and phenanthridines from which related natural products can be derived. The synthetic utility of this method by the quick assembly of the natural product trispheridine is also demonstrated.

Rapid synthesis and zebrafish evaluation of a phenanthridine-based small molecule library

A Heck cyclisation approach is described for the rapid synthesis of a library of natural product-like small molecules, based on the phenanthridine core. The synthesis of a range of substituted benzylamine building blocks and their incorporation into the library is reported, together with a highly selective cis-dihydroxylation protocol that enables access to the target compounds in an efficient manner. Biological evaluation of the library using zebrafish phenotyping has led to the discovery of compound 20c, a novel inhibitor of early-stage zebrafish embryo development.