Reduction of 4H-chromen-4-ylidene amines:: synthesis of 2-[(1-aminoalkyl)-3-aryl-2-propenyl] phenols

被引:5
作者
Cimarelli, C [1 ]
Palmieri, G [1 ]
Volpini, E [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
chromenes; reduction; allylamines; benzoxazines; aldol condensation;
D O I
10.1016/S0040-4020(01)00617-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A procedure for the reduction of 4H-chromen-4-ylidene amines 1 is described, which affords to 2-[(1-aminoalkyl)-3-aryl-2-propenyl] phenols 2, previously unknown in literature. The efficacy of the procedure is compared with alternative synthetic routes. (C) 2001 Elsevier Science Ltd. All ri-hts reserved.
引用
收藏
页码:6809 / 6814
页数:6
相关论文
共 17 条
[1]  
Aggarwal Bharat B., 1995, Chem. Abstr., V123, P575, Patent No. 9518606
[2]  
BARALDI PG, 1983, SYNTHESIS-STUTTGART, P902
[3]   CONDENSATIONS AT TERMINAL METHYL GROUP OF ANILINO DERIVATIVES OF BENZOYLACETONE AND ACETYLACETONE THROUGH THEIR DIALKALI SALTS IN LIQUID AMMONIA [J].
BOATMAN, S ;
HAUSER, CR .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (06) :1785-&
[4]  
BROWN BR, 1983, J CHEM SOC P1, V8, P1825
[5]   Acylation of o-imidoylphenol lithium dianions:: Synthesis of 4H-chromen-4-ylidenamines [J].
Cimarelli, C ;
Palmieri, G .
TETRAHEDRON, 2000, 56 (03) :475-478
[6]  
CIMARELLI C, 2001, IN PRESS ORG PREP PR
[7]  
KONYA N, CHEM ABSTR 228361B, V114
[8]   STUDIES ON THE BENZOXAZINE SERIES .1. PREPARATION AND H-1 AND C-13 NUCLEAR MAGNETIC-RESONANCE STRUCTURAL STUDY OF SOME SUBSTITUTED 3,4-DIHYDRO-2H-1,3-BENZOXAZINES [J].
NEUVONEN, K ;
PIHLAJA, K .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1988, (04) :461-467
[9]   STUDIES ON THE BENZOXAZINE SERIES .2. PREPARATION AND H-1 AND C-13 NMR STRUCTURAL STUDY OF SOME SUBSTITUTED 1,2-DIHYDRO-4H-3,1-BENZOXAZINES [J].
NEUVONEN, K ;
POHTOLA, R ;
PIHLAJA, K .
MAGNETIC RESONANCE IN CHEMISTRY, 1989, 27 (08) :725-733
[10]   STUDIES ON THE BENZOXAZINE SERIES .3. PREPARATION AND C-13 NMR STRUCTURAL STUDY OF GAMMA-EFFECTS OF SOME N-SUBSTITUTED 3,4-DIHYDRO-2H-1,3-BENZOXAZINES [J].
NEUVONEN, K ;
PIHLAJA, K .
MAGNETIC RESONANCE IN CHEMISTRY, 1990, 28 (03) :239-245