Addition of thiols at the double bond of methyl esters of 1-alkylcyclopropene-3-carboxylic acids

1991 ◽  
Vol 40 (1) ◽  
pp. 202-204 ◽  
Author(s):  
E. A. Shapiro ◽  
M. N. Protopopova ◽  
O. M. Nefedov
Keyword(s):  
Double Bond ◽  
Carboxylic Acids ◽  
Methyl Esters

Preparation and transformations of allenic ketones and 3(2H)-furanones

1984 ◽  
Vol 62 (11) ◽  
pp. 2429-2434 ◽  
Author(s):  
Steven Wolff ◽  
William C. Agosta
Keyword(s):  
Double Bond ◽  
Carboxylic Acids ◽  
Good Yield ◽  
Osmium Tetroxide ◽  
Methyl Esters ◽  
Allene Oxide ◽  
Similar Treatment ◽  
Ruthenium Tetroxide ◽  
Swern Oxidation ◽  
Villiger Oxidation

Swern oxidation of allenic alcohols 7 and 10 gives the corresponding ketones 3 and 12. Reaction of 3 with ruthenium tetroxide yields the stable acyl ketene 17 and the acyloxy α-diketone 20 as well as pivalil (4). Formation of 20 by way of the 3(2H)-furanone 22 is suggested, since oxidation of 3 and 12 with osmium tetroxide followed by dehydration provides the corresponding furanones 22 and 26 in good yield. Epoxidation of 3 furnishes some 20 as well as 27 and 29, the first stable keto allene oxide and bisepoxide, respectively. On thermolysis 27 rearranges to furanone 22. The double bond of 22 is cleaved by peracid to form 20; similar treatment of 31a, b leads to cleavage of the double bond accompanied by Baeyer–Villiger oxidation, with formation of the carboxylic acids corresponding to methyl esters 33a, b as the major products.

scholarly journals Propylphosphonic acid anhydride–mediated amidation of Morita–Baylis–Hillman–derived indolizine-2-carboxylic acids

2021 ◽  
pp. 174751982098715
Author(s):  
Khethobole C Sekgota ◽  
Michelle Isaacs ◽  
Heinrich C Hoppe ◽  
Ronnett Seldon ◽  
Digby F Warner ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Coupling Agent ◽  
Methyl Esters ◽  
Acid Anhydride

Propylphosphonic acid anhydride has been successfully used as a coupling agent in the synthesis of a series of indolizine-2-carboxamido derivatives from indolizine-2-carboxylic acid and its 3-acetylated analogue. The acid substrates were obtained by saponification of the corresponding methyl esters produced, in turn, selectively and efficiently, by time-controlled cyclisation of a single Morita–Baylis–Hillman adduct. Various amino and hydrazino compounds with medicinal potential have been used to prepare indolizine-2-carboxamido and hydrazido derivatives.

ChemInform Abstract: Catalytic Hydrogenation of Methyl Esters of Some 1H-Pyrazoline-3-carboxylic Acids.

ChemInform ◽  
2010 ◽  
Vol 41 (29) ◽  
pp. no-no
Author(s):  
V. A. Gorpinchenko ◽  
D. V. Petrov ◽  
S. S. Lozhkin ◽  
E. G. Galkin ◽  
V. A. Dokichev
Keyword(s):  
Carboxylic Acids ◽  
Catalytic Hydrogenation ◽  
Methyl Esters

ChemInform Abstract: Synthesis of 6-Acyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-5-carboxylic Acids and Their Methyl Esters

ChemInform ◽  
2008 ◽  
Vol 39 (10) ◽  
Author(s):  
V. L. Gein ◽  
L. F. Gein ◽  
E. P. Tsyplyakova ◽  
O. S. Panova
Keyword(s):  
Carboxylic Acids ◽  
Methyl Esters

Synthesis of 6-Acyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-5-carboxylic acids and their methyl esters

2007 ◽  
Vol 43 (9) ◽  
pp. 1382-1386 ◽  
Author(s):  
V. L. Gein ◽  
L. F. Gein ◽  
E. P. Tsyplyakova ◽  
O. S. Panova
Keyword(s):  
Carboxylic Acids ◽  
Methyl Esters

Déplacements homolytiques intramoléculaires. 4. Thermolyse du perpentène-4 oate de tert-butyle dans les acides et leurs derivés: préparation de γ-butyrolactones substituées en 4 par un groupe comportant une fonction ester, acide ou nitrile

1985 ◽  
Vol 63 (9) ◽  
pp. 2522-2528 ◽  
Author(s):  
A. Kharrat ◽  
C. Gardrat ◽  
B. Maillard
Keyword(s):  
Carboxylic Acids ◽  
Methyl Esters ◽  
Homolytic Reaction ◽  
Alkanoic Acids

The thermolysis of tert-butylperpent-4-enoate in various solvents ZH (carboxylic acids, anhydrides, methyl esters, nitriles) led to γ-butyrolactones 4-substituted by the group ZCH2 with good yields. The acidic treatment of the lactones 4 and 6 derived from non-functionalized alkanoic acids and methyl esters gave respectively the isomerized lactones 5 and 7, increasing the synthetic interest of the studied homolytic reaction.

ChemInform Abstract: SYNTHESIS OF METHYL ESTERS OF CYCLOPROPYLCYCLOPROPENE-3-CARBOXYLIC ACIDS AND THEIR CHEMICAL TRANSFORMATIONS

1982 ◽  
Vol 13 (19) ◽  
Author(s):  
E. A. SHAPIRO ◽  
G. V. LUN'KOVA ◽  
A. O. NEFEDOV ◽  
I. E. DOLGII ◽  
O. M. NEFEDOV
Keyword(s):  
Carboxylic Acids ◽  
Methyl Esters ◽  
Chemical Transformations
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