21160-29-2

Upstream product

• 4079-52-1 methoxymethyl phenyl ketone 
• 1074-12-0 phenylglyoxal hydrate 
• 108-86-1 bromobenzene 
• 6956-56-5 2,2-dimethoxy-1-phenylethanone 

Downstream Products

• 79866-26-5 3,4-dichloro-N-(α-methoxyphenacyl)-N-tosylaniline 
• 57928-23-1 2-methanesulfonyl-2-methoxy-1-phenyl-ethanone 
• 237384-31-5 methyl 4-[4-(2-methoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxylate 
• 21160-16-7 p-Tolyl-<α-benzoyl-α-methoxy-α-(4-chlor-benzolazo)-methyl>-sulfon 
• 57928-32-2 (E)-1-Methoxy-2-(m-nitrophenyl)-1-(methylsulfonyl)ethylen 
• 21160-17-8 Phenyl-<α-benzoyl-α-methoxy-α-(4-chlor-benzolazo)-methyl>-sulfon 
• 79807-39-9 methyl N-(3,4-dichlorophenyl)benzoylcarboximidate 
• 19820-36-1 -methyl-ether 
• 19820-35-0 -methyl-ether 

Relevant academic research and scientific papers

Copper(II)-Catalyzed [4+1] annulation of propargylamines with N,O-acetals: Entry to the synthesis of polysubstituted pyrrole derivatives

Described herein is the CuCl2-catalyzed [4+1] annulation of a variety of propargylamines with N,O-acetals that function as a C1 unit, leading to the production of polysubstituted pyrrole derivatives. Three important features of the N,O-acetal during the [4+1] annulation series via 5-endo-dig cyclization are described: an enolizable substituent adjacent to the central sp3-carbon is required, the central sp3-carbon displays the functions of both an electrophile and a nucleophile, and liberation of the secondary amine smoothly leads to the aromatization. A CuCl2-catalyzed [4+1] annulation of propargylamines with N,O-acetals having an ester, a ketone, and an amide moiety, leading to the facile preparation of polysubstituted pyrrole derivatives is presented. This annulation series was achieved through 5-endo-dig cyclization and subsequent aromatization in one pot.

PHOTOINDUCED ALCOHOLYSIS OF alpha , alpha , alpha -TRIBROMACETOPHENONE TO BENZOYLFORMATE.

Irradiation of p-substituted alpha , alpha , alpha -tribromoacetophenones (1) in O//2-saturated alcohols (MeOH, prim. and sec. alcohols) afforded a new alcoholysis product, benzoylformate (2), in good yield (75-85%) along with benzoate and radical (reduction) products. Sensitization experiments showed that 2 was derived from the triplet excited 1. Formation of 2 as well as the decomposition rate of 1 were greatly accelerated by oxygen, presumably as a result of the involvement of the normally forbidden S//o yields T//1 transition of 1 due to the oxygen-1 charge transfer complex. Independent synthesis and reaction of possible intermediates in the photoalcoholysis of 1 leading to 2 suggested that 2 was formed from spontaneous (dark) reactions of initial photoalcoholysis product, alpha alpha -dibromo- alpha -alkoxyacetophenone.