PHOTOCHEMICAL-REACTION OF 2-AZABICYCLO[3.1.0]HEX-3-ENE - THE FORMATION OF 1-AZAHEXATRIENES AND THE CYCLIZATION TO 1,2-DIHYDROPYRIDINE

被引：13

作者：

KUMAGAI, T

SAITO, S

EHARA, T

机构：

[1] Department of Chemistry, Faculty of Science, Tohoku University Sendai

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 47期

关键词：

PHOTOLYSIS; HOMOPYRROLE; DIHYDROPYRIDINE; AZAHEXATRIENE; ELECTROCYCLIZATION;

D O I：

10.1016/0040-4039(91)80437-B

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The irradiation of homopyrrole gives rise to 1-azahexatrienes which are thermally cyclized to 1,2-dihydropyridine and provide the methanol-adducts in the presence of methanol. The photolysis of dihydropyridine at low temperature affords a mixture of the same azatrienes.

引用

页码：6895 / 6898

页数：4

共 11 条

[1] Boger D. L., 1987, HETERO DIELS ALDER M
[2] A QUANTUM CHEMICAL STUDY ON THE MECHANISM OF CIS TRANS ISOMERIZATION IN RETINAL-LIKE PROTONATED SCHIFF-BASES
DORMANS, GJM
GROENENBOOM, GC
VANDORST, WCA
BUCK, HM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) : 1406 - 1415
[3] FOWLER FW, 1972, J ORG CHEM, V37, P1321
[4] PHOTOCHEMICAL REACTIONS OF 1,2-DIHYDROQUINOLINES
IKEDA, M
MATSUGASHITA, S
ISHIBASHI, H
TAMURA, Y
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (23) : 922 - 923
[5] 1,5-ELECTROCYCLIZATION IN HOMOFURAN, HOMOPYRROLE, AND HOMOTHIOPHENE
KLARNER, FG
SCHROER, D
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (12): : 1294 - 1295
[6] ORGANIC-REACTIONS AT HIGH-PRESSURE - THE MECHANISM OF THE HOMO DIELS-ALDER REACTION OF HOMOFURAN (2-OXABICYCLO[3.1.0]HEX-3-ENE)
KLARNER, FG
SCHROER, D
[J]. CHEMISCHE BERICHTE, 1989, 122 (01) : 179 - 185
[7] PHOTOCHROMISM OF 1,2-DIHYDROQUINOLINES
KOLC, J
BECKER, RS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (23) : 6513 - &
[8] MO STUDY OF MOLECULAR AND ELECTRONIC-STRUCTURE OF 2H-PYRAN AND 4H-PYRAN
KUTHAN, J
BOHM, S
[J]. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1981, 46 (03) : 759 - 771
[9] REVERSIBLE, THERMAL ISOMERIZATION BETWEEN ALPHA, BETA, GAMMA, DELTA-UNSATURATED ALDEHYDES AND ALKENYL CHAINS BY [1,5]-H-SHIFT - VALENCE ISOMERIZATION OF CIS-DIENONES V[1]
SCHIESS, P
RADIMERSKI, P
[J]. HELVETICA CHIMICA ACTA, 1974, 57 (08) : 2583 - 2597
[10] SYNTHESIS AND THERMAL REARRANGEMENT OF 2-AZABICYCLO[3.1.0]HEX-3-ENE RING-SYSTEM
TANNY, SR
GROSSMAN, J
FOWLER, FW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (18) : 6495 - &

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