2-PHENYLPHTHALIMIDINE DERIVATIVES - A PROBABLE FORMATION MECHANISM OF ADDUCTS FROM 3-BENZYLIDENEPHTHALIDE AND ANILINE

被引:11
作者
SCARTONI, V
TOGNETTI, T
机构
关键词
D O I
10.1002/jhet.5570210553
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Benzyl-3-hydroxy-2-phenylphthalimidine (1) and 3-anilino-3-benzyl-2-phenylphthalimidine (2), the unusual adduct, are obtained from the title compounds. 3-Alkoxy-3-benzyl-2-phenylphthalimidines 3 are synthesized. The behavior of 1, 3-benzylidene-2-phenylphthalimidines (4 and 5), 3-(.alpha.-bromobenzylidene)-2-phenylphthalimidines (6 and 7) with respect to bases and the preparation of the open tautomer 13 of 1 and its hydrochloride are described. A hypothetical mechanism about the formation of 1 and 2 is suggested.
引用
收藏
页码:1499 / 1503
页数:5
相关论文
共 12 条
[1]  
BARTON D, 1979, SYNTHESIS REACTIONS, V2, P994
[2]  
GABRIEL S, 1885, BER, V18, P1251
[3]  
GABRIEL S, 1885, BER, V18, P1259
[4]   DIE SOLVOLYSE VON ALPHA-BROMSTYROLEN SUBSTITUTION AM UNGESATTIGTEN TRIGONALEN KOHLENSTOFFATOM [J].
GROB, CA ;
CSEH, G .
HELVETICA CHIMICA ACTA, 1964, 47 (01) :194-&
[5]  
MARSILI A, 1974, GAZZ CHIM ITAL, V104, P165
[6]  
MARSILI A, 1968, TETRAHEDRON LETT, P2511
[7]  
MARSILI A, 1972, GAZZ CHIM ITAL, V102, P507
[8]  
MARSILI A, 1972, GAZZ CHIM ITAL, V102, P806
[9]   NITROGEN-HETEROCYCLES .6. CONVERSION OF 3-(ALPHA-BROMOBENZYLIDENE)-2-PHENETHYLPHTHALIMIDINE INTO PYRROLE AND BENZAZEPINE DERIVATIVES - BASE-CATALYZED REARRANGEMENT AND PHOTOLYSIS OF 3-(ALPHA-BROMOBENZYLIDENE)PHTHALIMIDINE [J].
MARSILI, A ;
SCARTONI, V ;
MORELLI, I ;
PIERANGELI, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (09) :959-965
[10]  
MARSILI A, 1969, TETRAHEDRON LETT, P887