1443771-11-6

Basic information

• Product Name: C₁₅H₁₅IN₂O
• Synonyms: C₁₅H₁₅IN₂O
• CAS NO: 1443771-11-6
• Molecular Weight: 366.201
• Mol File: 1443771-11-6.mol

Chemical Properties

• CAS DataBase Reference: C₁₅H₁₅IN₂O(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₁₅IN₂O(1443771-11-6)
• EPA Substance Registry System: C₁₅H₁₅IN₂O(1443771-11-6)

Safety Data

• Hazardous Substances Data: 1443771-11-6(Hazardous Substances Data)

Downstream Products

• 635-46-1 1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Palladium-catalyzed picolinamide-directed iodination of remote ortho-C-H bonds of arenes: Synthesis of tetrahydroquinolines

A new palladium-catalyzed picolinamide (PA)-directed ortho-iodination reaction of ?-C(sp2 )-H bonds of γ -arylpropylamine substrates is reported. This reaction proceeds selectively with a variety of γ-arylpropylamines bearing strongly electron-donating or withdrawing substituents, complementing our previously reported PA-directed electrophilic aromatic substitution approach to this transformation. As demonstrated herein, a three step sequence of Pd-catalyzed γ-C(sp3)-H arylation, Pd-catalyzed ? -C(sp2 )-H iodination, and Cu-catalyzed C-N cyclization enables a streamlined synthesis of tetrahydroquinolines bearing diverse substitution patterns.

Iodination of remote ortho-C-H bonds of arenes via directed S EAr: A streamlined synthesis of tetrahydroquinolines

A new strategy for the synthesis of tetrahydroquinolines (THQs) via the sequential functionalizations of remote C-H bonds is reported. This method uses a single picolinamide directing/protecting group to effect Pd-catalyzed γ-C(sp3)-H arylation, metal-free ε-C(sp2)-H iodination, and Cu-catalyzed intramolecular C-N cross-coupling. The overall sequence is efficient and versatile, and offers a streamlined synthesis of THQs with complex substitution patterns from readily available aryl iodide and aliphatic amine precursors.