A CONVENIENT SYNTHETIC METHOD FOR AMIDE OXIDATION

被引：39

作者：

HAN, GH ^{[1
]}

MCINTOSH, MC ^{[1
]}

WEINREB, SM ^{[1
]}

机构：

[1] PENN STATE UNIV,DEPT CHEM,UNIVERSITY PK,PA 16802

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 32期

关键词：

D O I：

10.1016/S0040-4039(00)78191-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diazotization of o-aminobenzamides in methanol in the presence of a catalytic amount of CuCl affords alpha-methoxybenzamides in good yields.

引用

页码：5813 / 5816

页数：4

共 16 条

[1] A NITRONE-BASED APPROACH TO THE ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-)-ANISOMYCIN [J].

BALLINI, R ;

MARCANTONI, E ;

PETRINI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (04) :1316-1318

[2] COMPETITION BETWEEN BOND ROTATIONS AND INTRAMOLECULAR HYDROGEN ATOM TRANSFER AS STUDIED BY USE OF ISOTOPE EFFECTS [J].

COHEN, T ;

MCMULLEN, CH ;

SMITH, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (24) :6866-&

[3] ISOTOPE EFFECTS AFTER RATE-DETERMINING STEP - ROLE OF ROTATIONAL ISOMERISM IN A HYDROGEN TRANSFER [J].

COHEN, T ;

SMITH, KW ;

SWERDLOF.MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (17) :4303-&

[4]

COPPOLA GM, 1980, SYNTHESIS-STUTTGART, P505

[5] INTERNUCLEAR CYCLISATION .9. ABNORMAL REACTIONS OF 2-AMINO-N-METHYLBENZANILIDES CONTAINING ORTHO-SUBSITUENTS [J].

HEY, DH ;

TURPIN, DG .

JOURNAL OF THE CHEMICAL SOCIETY, 1954, (JUL) :2471-2481

[6] FORMATION OF N-METHYLBENZANILIDE IN DECOMPOSITION OF 2-(N-METHYL-N-PHENYLCARBAMOYL)BENZENEDIAZONIUM FLUOROBORATE IN ACETIC-ACID [J].

HEY, DH ;

JONES, GH ;

PERKINS, MJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (9-10) :1170-&

[7] HIGHLY SELECTIVE TOTAL SYNTHESIS OF ENANTIOMERICALLY PURE (-)-ANISOMYCIN [J].

IIDA, H ;

YAMAZAKI, N ;

KIBAYASHI, C .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (07) :1069-1073

[8] 1,5-HYDROGEN TRANSFER DURING DIAZONIUM ION DECOMPOSITION .4. COPPER CATALYZED REACTION . A CASE OF HYDROGEN ATOM OR HYDRIDE ION TRANSFER IN SAME SYSTEM [J].

LEWIN, AH ;

DINWOODI.AH ;

COHEN, T .

TETRAHEDRON, 1966, 22 (05) :1527-&

[9] ALPHA-AZIDONATION OF AMIDES, CARBAMATES, AND UREAS WITH THE IODOSYLBENZENE/TRIMETHYLSILYL AZIDE REAGENT COMBINATION - N-ACYLIMINIUM ION PRECURSORS [J].

MAGNUS, P ;

HULME, C ;

WEBER, W .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4501-4502

[10] ANODIC AMIDE OXIDATIONS - THE SYNTHESIS OF 2 SPIROCYCLIC L-PYROGLUTAMIDE BUILDING-BLOCKS [J].

MOELLER, KD ;

RUTLEDGE, LD .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (23) :6360-6363

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