1374869-95-0

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 66482-29-9 1-(2-bromovinyl)-4-chlorobenzene 
• 31357-32-1 α,β-dibromo-p-chlorohydrocinnamic acid 
• 1615-02-7 p-chlorocinnamic acid 
• 873-73-4 4-n-chlorophenylacetylene 
• 1612-65-3 2-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Concurrent Biocatalytic Oxidation and C-C Bond Formation via Gold Catalysis: One-Pot Alkynylation of N-Alkyl Tetrahydroisoquinolines

A cross-dehydrogenative coupling process has been developed involving the enzymatic oxidation of tetrahydroisoquinolines (THIQ) together with gold-catalyzed C-C bond-formation. The transformation demonstrates the compatibility of gold-mediated chemocatalysis and monoamine oxidase biocatalysis which act co-operatively in one vessel. A range of N-alkyl THIQs were functionalized in this manner at C-(1) position in high yields.

C-1 alkynylation of N-methyltetrahydroisoquinolines through CDC: A direct access to phenethylisoquinoline alkaloids

Direct cross-coupling between N-methyltetrahydroisoquinolines and alkynes using CuI-DEAD is presented. It affords the regioselective C-1-alkynylated products in good yield. This regio-selectivity is in contrast to the results reported earlier in the reaction of N,N-dimethylbenzyl amine where the N-methyl alkynylated product was formed exclusively or predominantly. The C-1-substituted propargylic isoquinolines were easily reduced to phenethylisoquinolines with Pd/C. This reaction sequence provides a short route to synthesize methopholine, homolaudanosine and other phenethylisoquinoline alkaloids. Georg Thieme Verlag Stuttgart · New York.