391611-19-1

Basic information

• Product Name: tert-Butyl-[1-(2-hex-1-ynyl-phenyl)-meth-(E)-ylidene]-amine
• Synonyms: tert-Butyl-[1-(2-hex-1-ynyl-phenyl)-meth-(E)-ylidene]-amine
• CAS NO: 391611-19-1
• Molecular Weight: 241.376
• Mol File: 391611-19-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: tert-Butyl-[1-(2-hex-1-ynyl-phenyl)-meth-(E)-ylidene]-amine(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl-[1-(2-hex-1-ynyl-phenyl)-meth-(E)-ylidene]-amine(391611-19-1)
• EPA Substance Registry System: tert-Butyl-[1-(2-hex-1-ynyl-phenyl)-meth-(E)-ylidene]-amine(391611-19-1)

Safety Data

• Hazardous Substances Data: 391611-19-1(Hazardous Substances Data)

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 693-02-7 hex-1-yne 
• 106824-45-7 2-(hex-1-yn-1-yl)benzaldehyde 
• 75-64-9 tert-butylamine 

Downstream Products

• 7661-42-9 3-n-butylisoquinoline 
• 1404078-10-9 3-butyl-4-fluoroisoquinoline 
• 1402909-09-4 3-butyl-4-(p-chlorophenylselenyl)isoquinoline 
• 1402909-08-3 3-butyl-4-(p-tolylselenyl)isoquinoline 
• 1402909-07-2 3-butyl-4-(phenylselenyl)isoquinioline 

Relevant articles and documents

Efficient Pathway for the Preparation of Aryl(isoquinoline)iodonium(III) Salts and Synthesis of Radiofluorinated Isoquinolines

Iodonium compounds play a pivotal role in18F-fluorination of radiopharmaceuticals containing non-activated arenes. However, preparation of these species is limited to oxidation conditions or exchange with organometallics that are prepared from aryl halides. Herein we describe a novel “one-pot” process to assemble aryl(isoquinoline)iodonium salts in 40–94 % yields from mesoionic carbene silver complex and Aryl-I-Py2(OTf)2. The method is general, practical, and compatible with well-functionalized molecules as well as useful for the preparation of a wide range of18F-labeled isoquinolines resulting in up to 92 % radiochemical conversion. As proof of concept, a fluorinated isoquinoline alkaloid,18F-aspergillitine is prepared in 10 % isolated radiochemical yield from the corresponding phenyl(aspergillitine)iodonium salt.

Ag(I)-catalyzed aminofluorination of alkynes: Efficient synthesis of 4-fluoroisoquinolines and 4-fluoropyrrolo[α]isoquinolines

A silver-catalyzed intramolecular oxidative aminofluorination of alkynes has been developed by using NFSI as a fluorinating reagent. This reaction represents an efficient method for the synthesis of various 4- fluoroisoquinolines and 4-fluoropyrrolo[α]isoquinolines.

Synthesis of 3-substituted 4-aroylisoquinolines via Pd-catalyzed carbonylative cyclization of 2-(1-alkynyl)benzaldimines

A number of 3-substituted 4-aroylisoquinolines have been prepared in good yields by treating N-tert-butyl-2-(1-alkynyl)benzaldimines with aryl halides in the presence of CO and a palladium catalyst. Synthetically the methodology provides a simple and convenient route to isoquinolines containing an aryl, alkyl, or vinylic group at C-3 and an aroyl group at C-4 of the isoquinoline ring. The reaction is believed to proceed via cyclization of the alkyne containing a proximate nucleophilic center promoted by an acylpalladium complex.