• 통합자연과학논문집
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• 제5권2호
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• pp.84-90
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• 2012

Some recommended procedures for obtaining aldehydes from carboxylic acid itself and its derivatives, which have been developed in relatively recent years, are summarized. Such procedures should provide a new practical methodology to synthesize the desired aldehyde products in high yields.

• Bulletin of the Korean Chemical Society
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• 제9권6호
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• pp.384-388
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• 1988

New methods of the reduction of carboxylic acid salts to aldehydes with 2 equiv of thexylbromoborane-dimethyl sulfide (ThxBHBr${\cdot}SMe_2$) or 9-borabicyclo[3.3.1]nonane (9-BBN) are described. Both these reagents provide the corresponding aldehydes from various as sodium and lithium salts of carboxylic acids in high yields both at room temperature. Such facile reductions are explained as the simple substitution for the bromo group of ThxBHBr by a carboxylate to form thexyl(acyloxty)borane followed by reduction with excess reagent and the formation of an ate complex followed by reduction with excess 9-BBN.

• Bulletin of the Korean Chemical Society
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• 제22권10호
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• pp.1089-1092
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• 2001

• 약학회지
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• 제33권5호
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• pp.290-295
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• 1989

2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid methyl ester (1) was formylated to 2,6-dimethy-4-(3'-nitrophenyl)-5-formyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (2) in 76% yield. At the elevated temperature, 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-monomethyl ester (3) was also converted into compound 2 in 46% yield. The compound 2 was reduced to 2,6-dimethyl-4-(3'-nitrophenyl)-5-hydroxymethyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (4) in 91% yield. Compound 2 was reacted with triethyl phosphonoacetate to give 2,6-dimethyl-4-(3'-nitrophenyl)-5-(2-ethoxycarbonyl ethenyl)-1,4-dihydropyridine-3-carboxylic acid methyl ester (5) in 50% yield. Reaction between compound 2 and amines (methyl amine, ethylamine, methoxylamine, hydroxyl amine, phenyl hydrazine and 1-amino-4-methyl piperazine) gave six schiff bases 7a, 7b, 7c, 7e, 7f in 81%, 91%, 82%, 81%, 50% and 84% yield, respectively.

• Bulletin of the Korean Chemical Society
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• 제15권6호
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• pp.448-452
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• 1994

2-Hydroxymethyl-2,5-dihydrothiophene 1,1-dioxide (1) was prepared from thiophene-2-carboxylic acid by consecutive reactions involving the Birch reduction, esterification, reduction with lithium aluminum hydride, and oxidation with Oxone$^{\circledR}$. The esterification of alcohol 1 with various unsaturated carboxylic acids provided the precursors 8 for the intramolecular Diels-Alder reaction. The cheletropic expulsion of sulfur dioxide from the esters 8 followed by intramolecular Diels-Alder reaction furnished bicyclic ${\gamma}$-and ${\delta}$-lactones.

• Bulletin of the Korean Chemical Society
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• 제9권6호
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• pp.352-355
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• 1988

${\alpha},{\beta}$-unsaturated carboxylic acid derivatives such as esters, amides, and nitriles are readily reduced to the corresponding saturated derivatives by potassium triphenylborohydride, $KPh_3BH$, in the presence of phenol, a quenching agent, in excellent yields.

• Bulletin of the Korean Chemical Society
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• 제10권2호
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• pp.205-206
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• 1989

• Bulletin of the Korean Chemical Society
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• 제25권3호
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• pp.407-409
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• 2004

• Bulletin of the Korean Chemical Society
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• 제7권4호
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• pp.296-298
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• 1986

Carboxylic acid anhydrides are rapidly reduced with borane-lithium chloride (1:0.1) system to give corresponding alcohols (diols in the case of cyclic anhydride) quantitatively in tetrahydrofuran at room temperature. This reagent tolerates aromatic acid ester, nitro, and halide functional groups, however competitively reduces aliphatic ester and nitrile groups.

• 자연과학논문집
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• 제7권
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• pp.47-51
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• 1995

입체 이성질체를 합성하는 방법으로 최근에 알려진 입체선택성 촉매를 이용한 유기반응을 연구 하기 위하여 비천연 아미노산인 인돌린-2- 카르본산으로 부터카르본산그룹의 환원,2차아민기의 보호화,메실화,아지도치환,환원에 의한 아민기로의 전환, 술폰화, 보호기제거등의 총 5단계의 합성과정을 거쳐 목적하는 술폰아미드를 합성하였다. 각 생성물은 관 크로마토그래피에 의하여 분리 정제후 핵자기공명스펙트럼($^1H,^13C $ NMR) 적외선 스펙트럼 등에 의하여 구조를 확인 하였다.