31382-98-6

Basic information

• Product Name: N-Benzoylisoquinoline-2-ium-2-amine anion
• Synonyms: 2-[(α-Oxylatobenzylidene)amino]isoquinolin-2-ium;N-Benzoylisoquinoline-2-ium-2-amine anion;N-Benzoylisoquinolinium-2-amine anion
• CAS NO: 31382-98-6
• Molecular Formula: C₁₆H₁₂N₂O
• Molecular Weight: 0
• Mol File: 31382-98-6.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Benzoylisoquinoline-2-ium-2-amine anion(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzoylisoquinoline-2-ium-2-amine anion(31382-98-6)
• EPA Substance Registry System: N-Benzoylisoquinoline-2-ium-2-amine anion(31382-98-6)

Safety Data

• Hazardous Substances Data: 31382-98-6(Hazardous Substances Data)

Upstream product

• 25705-34-4 2-(2-oxoethyl)benzaldehyde 
• 613-94-5 benzoic acid hydrazide 
• 75586-29-7 2-ethynylbenzaldehyde benzoylhydrazone 
• 98-88-4 benzoyl chloride 
• 38846-64-9 2-ethynylbenzaldehyde 
• 119-65-3 isoquinoline 
• 40339-95-5 2-aminoisoquinolinium iodide 
• 17508-17-7 O-(2,4-dinitrophenyl)hydroxylamine 
• 39996-57-1 N-amino mesitylenesulfonate salt of isoquinoline 

Downstream Products

• 30237-78-6 2,4,5-triphenyl-1,3-oxazin-6-one 
• 84802-67-5 (2-Hydroxy-1,3-diphenyl-pyridazino[6,1-a]isoquinolin-4-yl)-phenyl-methanone 
• 1005135-67-0 2-phenyl-N-benzoyliminoqisouinolinium ylide 
• 61001-36-3 2-phenyl-pyrazolo<5,1-a>isoquinoline 
• 1337985-01-9 2-cyclohexenylpyrazolo[5,1-a]isoquinoline 

Relevant articles and documents

Construction of indazolo[3,2-: A] isoquinolines via [3 + 2] cycloaddition of benzynes

A [3 + 2] annulation protocol for the construction of N-substituted indazolo[3,2-a]isoquinolines starting from benzynes and C,N-cyclic azomethine imines was developed. A diverse range of highly functionalized products indazolo[3,2-a]isoquinolines featuring an indazole scaffold can be easily accessed via a one-step reaction under mild conditions, and they show good anti-proliferative activity on cancer cells.

Benzoyl peroxide promoted radical ortho-alkylation of nitrogen heteroaromatics with simple alkanes and alcohols

A catalytic amount of benzoyl peroxide (BPO)-initiated cross-dehydrogenative coupling reaction of N-iminopyridine ylides with simple alkanes and alcohols leads to the corresponding 2-alkylpyridines with high regioselectivity in moderate to good yields without an additional reduction step to remove the activated group. A catalytic amount of benzoyl peroxide (BPO)-initiated cross-dehydrogenative coupling reaction of N-iminopyridine ylides with simple alkanes and alcohols has been developed. The strategy allowed convenient access to various 2-alkylpyridines in moderate to good yields without an additional reduction step to remove the activated group.

Synthesis of 2- and 2,3-substituted Pyrazolo[1,5- a ]pyridines: Scope and mechanistic considerations of a domino direct alkynylation and cyclization of n -iminopyridinium ylides using alkenyl bromides, alkenyl iodides, and alkynes

Direct functionalization and tandem processes have both received considerable recent interest due to their cost and time efficiency. Herein we report the synthesis of difficult to obtain 2-substituted pyrazolo[1,5-a] pyridines through a tandem palladium-catalyzed/silver-mediated elimination/direct functionalization/cyclization reaction involving N-benzoyliminopyridinium ylides. As such, these biologically important molecules are prepared in an efficient, high-yielding manner, only requiring a two-step sequence from pyridine. Aryl-substituted alkenyl bromides and iodides are effective ylide coupling partners. Mechanistic studies led to the use of terminal alkynes, which extended the scope of the reaction to include alkyl substitution on the unsaturated reactive site. The optimization, scope, and mechanistic considerations of the process are discussed.