Simple transformation of nitrile into ester by the use of chlorotrimethylsilane

被引：55

作者：

Luo, FT ^{[1
]}

Jeevanandam, A ^{[1
]}

机构：

[1] Acad Sinica, Inst Chem, Taipei 11529, Taiwan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 51期

关键词：

esterification; lactonization; nitriles; esters; chlorotrimethylsilane;

D O I：

10.1016/S0040-4039(98)02143-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of nitriles with alcohol and chlorotrimethylsilane at 50 degrees C for 4 h could give esters in fair to good yields. Under similar reaction conditions, intramolecular lactonization via the concomitant nitrile and hydroxy groups in good yield were also demonstrated, (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：9455 / 9456

页数：2

相关论文

共 11 条

[1]

ADAMS R, 1941, ORG SYNTH, V1, P270

[2] TOTAL SYNTHESIS OF (3S,15S,20R)-CORYNANTHEINE [J].

AUTREY, RL ;

SCULLARD, PW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (18) :4917-&

[3] Efficient transformation of nitrile into amide under mild condition [J].

Basu, MK ;

Luo, FT .

TETRAHEDRON LETTERS, 1998, 39 (19) :3005-3006

[4] SURFACE-MEDIATED REACTIONS .3. HYDROHALOGENATION OF ALKENES [J].

KROPP, PJ ;

DAUS, KA ;

TUBERGEN, MW ;

KEPLER, KD ;

WILSON, VP ;

CRAIG, SL ;

BAILLARGEON, MM ;

BRETON, GW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (08) :3071-3079

[5] SURFACE-MEDIATED REACTIONS .4. HYDROHALOGENATION OF ALKYNES [J].

KROPP, PJ ;

CRAWFORD, SD .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) :3102-3112

[6] NOVEL CHLOROTRIMETHYLSILANE CATALYZED STEREOSELECTIVE DECONJUGATION OF BETA-BROMO (OR IODO) SUBSTITUTED ALPHA,BETA-UNSATURATED ACYCLIC KETONE [J].

LUO, FT ;

HSIEH, LC .

TETRAHEDRON LETTERS, 1994, 35 (51) :9585-9588

[7] A NOVEL STEREOSELECTIVE SYNTHESIS OF (Z)-3-IODO-3-ALKEN-1-ONE FROM 2-ALKYN-1-ONE [J].

LUO, FT ;

KUMAR, KA ;

HSIEH, LC ;

WANG, RT .

TETRAHEDRON LETTERS, 1994, 35 (16) :2553-2554

[8] CONVERSION OF ALPHA-KETO ESTERS INTO BETA,BETA-DIFLUORO-ALPHA-KETO ESTERS AND CORRESPONDING ACIDS - A SIMPLE ROUTE TO A NOVEL CLASS OF SERINE-PROTEASE INHIBITORS [J].

PARISI, MF ;

GATTUSO, G ;

NOTTI, A ;

RAYMO, FM ;

ABELES, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (16) :5174-5179

[9]

RUANO JLG, 1994, J ORG CHEM, V59, P533

[10] SUBSTITUTED BETA-AMINOPROPIONIC ESTERS [J].

WEISEL, CA ;

TAYLOR, RB ;

MOSHER, HS ;

WHITMORE, FC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (07) :1071-1072