1295561-35-1

Basic information

• Product Name: N-methyl-p-toluenesulfonyl-N-(hex-1-yn-1-yl)amine
• Synonyms: N-methyl-p-toluenesulfonyl-N-(hex-1-yn-1-yl)amine
• CAS NO: 1295561-35-1
• Molecular Weight: 265.376
• Mol File: 1295561-35-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-methyl-p-toluenesulfonyl-N-(hex-1-yn-1-yl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-p-toluenesulfonyl-N-(hex-1-yn-1-yl)amine(1295561-35-1)
• EPA Substance Registry System: N-methyl-p-toluenesulfonyl-N-(hex-1-yn-1-yl)amine(1295561-35-1)

Safety Data

• Hazardous Substances Data: 1295561-35-1(Hazardous Substances Data)

Upstream product

• 693-02-7 hex-1-yne 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 1119-64-8 1-bromohexyne 

Relevant articles and documents

Ru-Catalyzed [3 + 2] Cycloaddition of Nitrile Oxides and Electron-Rich Alkynes with Reversed Regioselectivity

Polarity reversal ("umpolung") of a functional group can override its inherent reactivity and lead to distinct bond-forming modes. Herein we describe a rarely studied cycloaddition between nitrile oxides and electron-rich alkynes with reversed regioselect

Synthesis of Amide Enol Carbamates and Carbonates through Cu(OTf)2-Catalyzed Reactions of Ynamides with t-Butyl Carbamates/Carbonates

A highly regioselective approach to access amide enol carbamates and carbonates 5a-5c′, 7a-7h, and 9 was developed through Cu(OTf)2-catalyzed reactions of ynamides 4 with t-butyl carbamates 2 and 8 and t-butyl carbonates 6. Moreover, this strategy was successfully applied to generate amide enol carbamates 11a-11s and 14a-14f from imides 10 and 13 with ynamides through an N-Boc cleavage-addition ring-opening process. A range of substituents was amenable to this transformation, and the desired amide enol carbamates and carbonates were obtained in moderate to good yields.

Ring Expansion and 1,2-Migration Cascade of Benzisoxazoles with Ynamides: Experimental and Theoretical Studies

Demonstrated herein is an AuI-catalyzed annulation of sulfonyl-protected ynamides with substituted 1,2-benzisoxazoles for the synthesis of E-benzo[e][1,3]oxazine derivatives. The transformation involves the addition of benzisoxazole to the gold-activated ynamide, ring expansion of the benzisoxazole fragment to provide an α-imino vinylic gold intermediate, and 1,2-migration of the sulfonamide motif to the masked carbene center to deliver the respective ring-expanded benzo[e][1,3]oxazine of predominant E configuration. A trapping experiment justifies the participation of the α-imino masked gold carbene. DFT computations also support the hypothesized mechanism and rationalize the product stereoselectivity.