Reaction of S-Aryl Xanthates with tertiary-Amines

The pseudo-Michael reaction of 1-aryl-4,5-dihydro-1H-imidazol-2-amines with ethyl ethoxymethylenecyanoacetate

ABSTRACT The pseudo-Michael reaction of 1-aryl-4,5-dihydro-1H-imidazol-2-amines with ethyl 2-cyano-3-methoxyprop-2-enoate (ethyl ethoxymethylenecyanoacetate) is investigated. At -10 °C reaction takes place on the exocyclic nitrogen atom, giving exclusively ethyl esters of 2-cyano-3-[(1-phenyl-4,5-dihydro-1H-imidazol-2-yl)amino]prop-2-enoic acid. The formation of isomeric enamines which may be a...

General preparation of primary, secondary, and tertiary aryl amines by the oxidative coupling of polyfunctional aryl and heteroaryl amidocuprates.

Synthesis of α,α-disubstituted aryl amines by rhodium-catalyzed amination of tertiary allylic trichloroacetimidates.

The rhodium-catalyzed regioselective amination of tertiary allylic trichloroacetimidates with unactivated aromatic amines is a direct and efficient approach to the preparation of α,α-disubstituted allylic aryl amines in good yield and with excellent regioselectivity. This method is applicable to a variety of unactivated primary and secondary amines and allows for the preparation of reverse pren...

Bromoform reaction of tertiary amines with N,N-dibromosulfonamides or NBS/sulfonamides.

A new bromoform reaction of tertiary amines with N,N-dibromosulfonamides or NBS/sulfonamides has been developed. A series of amidines were prepared with moderate to good yields via a Csp(3)-Csp(3) bond cleavage.

THE DEALKYLATION OF TERTIARY AMINES WITH THIOPHOSGENE AND 1-CHLOROETHYL CHLOROTHIONOFORMATE

Thiophosgene and 1-chloroethyl chlorothionoformate react readily with tertiary amines, and give the dialkylamine hydrochloride after hydrolysis of the initial product with water. Benzyl and allyl groups are cleaved in preference to methyl and other alkyl groups. The rection with the isoquinoline alkaloid narcotine occurs particularly easily.