PHOTOCYCLIZATION OF N-BENZOYLENAMINES - SYNTHESIS OF SPIROCYCLOHEXANES IN THE ISOQUINOLINE SERIES

被引：12

作者：

GRAMAIN, JC

MAVEL, S

TROIN, Y

VALLEEGOYET, D

机构：

[1] Chimie des Substances Naturelles, Université Blaise Pascal, URA 485 du CNRS

来源：

TETRAHEDRON | 1991年 / 47卷 / 35期

关键词：

D O I：

10.1016/S0040-4020(01)89731-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted N-benzoylenamines are easily prepared from benzoyl chlorides and cycloalkane carboxaldehydes. Their photocyclization leads, with good yields, to tricyclic spiranic compounds. The regioselectivity of the reaction is studied.

引用

页码：7287 / 7300

页数：14

共 25 条

[1] BROSSI A, 1983, ALKALOIDS, V21, P255
[2] CLEVELAND PG, 1967, J CHEM SOC CHEM COMM, P1064
[3] FONKEN GJ, 1967, ORG PHOTOCHEM, V1, P197
[4] A NEW PHOTOCHEMICAL SPIROANNELATION METHOD - ACCESS TO SUBSTITUTED SPIROCYCLOHEXANEPIPERIDINES
GRAMAIN, JC
TROIN, Y
VALLEE, D
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (16) : 832 - 833
[5] KANAOKA Y, 1972, SYNTH-INT J METHODS, P36
[6] PHOTOCHEMISTRY OF AMIDE SYSTEM .5. SYNTHETIC PHOTOCHEMISTRY WITH HETEROCYCLIC ANILIDES - STEREOCHEMISTRY OF INTRAMOLECULAR 1,5-HYDROGEN SHIFTS IN NONOXIDATIVE PHOTOCYCLIZATION OF BENZO[B]THIOPHENE-2-CARBOXANILIDES
KANAOKA, Y
ITOH, K
HATANAKA, Y
FLIPPEN, JL
KARLE, IL
WITKOP, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (20) : 3001 - 3003
[7] SYNTHETIC STUDIES ON LYCORICIDINE .2. AN EFFICIENT ROUTE TO CIS-DIHYDROLYCORICIDINE
KECK, GE
BODEN, E
SONNEWALD, U
[J]. TETRAHEDRON LETTERS, 1981, 22 (28) : 2615 - 2618
[8] KRAPCHO AP, 1978, SYNTHESIS-STUTTGART, P77
[9] LENZ GR, 1978, SYNTHESIS-STUTTGART, P489
[10] MANSKE RHF, 1979, ALKALOIDS, V17, P501

← 1 2 3 →