INTRAMOLECULAR NATURE OF REARRANGEMENT OF BENZIMIDATES

被引：16

作者：

WHEELER, OH

ROMAN, F

ROSADO, O

机构：

[1] Department of Chemistry, Puerto Rico Nuclear Center, University of Puerto Rico, Mayaguez, Puerto Rico

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 04期

关键词：

D O I：

10.1021/jo01256a041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Chapman rearrangement of a mixture of 14C-4-bromophenyl N-phenylbenzimidate and 4-bromophenyl N-4-rtolylbenzimidate showed that the reaction was intramolecular. Tritium-labeled allyl N-phenylbenzimidate similarly rearranged exclusively intramolecularly with inversion of the allyl group. © 1969, American Chemical Society. All rights reserved.

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页码：966 / &

相关论文

共 12 条

[1] Imino-aryl ethers. Part III. The molecular rearrangement of N-phenylbenziminophenyl ether. [J].

Chapman, AW .

JOURNAL OF THE CHEMICAL SOCIETY, 1925, 127 :1992-1998

[2] THE MECHANISM OF THE PARA-CLAISEN REARRANGEMENT - EVIDENCE FOR A DIENONEPHENYL ETHER REARRANGEMENT [J].

CURTIN, DY ;

JOHNSON, HW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (08) :2276-2277

[3]

GILMAN H, 1941, ORGANIC SYNTHESES, V1, P128

[4] METHONE DERIVATIVES OF ALDEHYDES [J].

HORNING, EC ;

HORNING, MG .

JOURNAL OF ORGANIC CHEMISTRY, 1946, 11 (01) :95-99

[5]

Kremer C. B., 1956, J CHEM EDUC, V33, P71, DOI DOI 10.1021/ED033P71

[6] THE REARRANGEMENT OF N-PHENYLBENZIMIDOYL GAMMA,GAMMA-DIMETHYLALLYL ETHER [J].

LAUER, WM ;

LOCKWOOD, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (15) :3974-3976

[7] THE PYRIDYLTHIOACETMORPHOLIDES AND PYRIDYLACETIC ACIDS [J].

MALAN, RL ;

DEAN, PM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1947, 69 (07) :1797-1798

[8]

MALON RL, 1947, J AMER CHEM SOC, V69, P1797

[9] Tests on the theory of allyl redistribution [J].

Mumm, O ;

Moller, F .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1937, 70 :2214-2227

[10]

ROGER R, 1961, CHEM REV, V61, P190