Cyanoformic acid esters

Carboxylic acid imides Cyanoformic acid esters Diacyl amines... 

Carboxylic acid imides Cyanoformic acid esters Diacyl amines l,r-Di(alkoxy)amines a, a-Dialkoxynitriles Dicarboxylic acid imides... 

Cyanoformic acid esters from mixed oxalic acid esters via oxamic acid esters... 

D-Triazoles have been isolated from the reaction of several activated nitriles, such as cyanogen, cyanogen halides, methyl cyanoformate, and cyanic acid esters, with diazoalkanes. The reaction can formally be regarded as a 1,3-dipolar cycloaddition. The v-triazoles may be... 

Trifluoroacetic anhydride/pyridine Cyanoformic from oxamic acid esters s. 16, 425... 

Carbo-tert-butoxylation with ferf-butyl cyanoformate Hydrazodiformic from carbazic acid esters... 

Ethyl cyanoformate Formic acid, cyano-, ethyl ester (8) Carbonocyanidic acid, ethyl ester (9) (623-49-4)... 

Cyclon Ger desgn for mixt of tech met ethyl cyanoformates with ca of esters of chloroformic acid ... 

Perhaps the most useful part of the reported synthesis is the facile preparation of (—)-pyrimidoblamic acid (12 Scheme 3). A key to this synthesis is the preparation of the fully substituted pyrimidine 8. This was done by a one-pot inverse electron demand Diels-Alder reaction between the symmetrical triazine 7 and prop-1-ene-1,1-diamine hydrochloride, followed by loss of ammonia, tautomerization, and loss of ethyl cyanoformate through a retro-Diels-Alder reaction. Selective low-temperature reduction of the more electrophilic C2 ester using sodium borohydride afforded 9, the aldehyde derivative of which was condensed with 7V -Boc-protected (3-aminoalaninamide to give the imine 10. Addition of the optically active A-acyloxazolidinone as its stannous Z-enolate provided almost exclusively the desired anti-addition product 11, which was converted into (—)-pyrimidoblamic acid (12). Importantly, this synthesis confirmed Umezawa s assignment of absolute configuration at the benzylic center. 

Ethyl cinnamate 2-Propenoic acid, 3-phenyl-, ethyl ester (103-36-6), 69, 90 Ethyl cyanoformate (623-49-4), 66, 143, 149... 

The photochemical addition of 2H-azirines to the carbonyl group of aldehydes, ketones and esters is completely regiospecific (77H143). Besides the formation of the isomeric oxazolines 18 from 3 and ethyl cyanoformate, there is also formed the imidazole 19 from addition to the C = N in the expected regioselective manner. Thioesters lead to thiazolines 20, while isocyanates and ketenes produce heterocycles 21 (Scheme 4). The photocycloaddition of arylazirines with a variety of multiple bonds proceeds in high yield and provides a convenient route for the synthesis of five-membered heterocyclic rings. Some of the dipolarophiles include azodicarboxylates, acid chlorides, vinylphospho-nium salts and p-quinones. 

Glycine Ethyl Ester Hydrochloride (14, 46) Cyanoformic esters are reduced with a metal, such as zinc, iron, or aluminum, in the presence of an organic acid. Ger. pat. 594,219 [C. A. 28, 3417 (1934)]. Cyanoformic ester is reduced in alcohol in the presence of concentrated hydrochloric acid, with a platinum catalyst and hydrogen at 40 atna. pressure. Ger. pat. 597,305 [C. A. 28, 5078 (1934)]. 

A synthesis of aroylformic esters is based on the addition of ArB(OH)2 to cyanoformic esters, with H3BO3 acting as an additive for the reaction. Addition reations are followed by cyclization as situation prevails, as in the case of the addition of boronic acids to... 

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