1,8-diazafloren-9-one with alkyl and aryl isocyanides in the presence of acetylenic esters:: A facile synthesis of γ-spiroiminolactones

被引:19
作者
Maghsoodlou, MT [1 ]
Hazeri, N [1 ]
Khorassani, SMH [1 ]
Marandi, G [1 ]
Nassiri, M [1 ]
机构
[1] Univ Sistan & Blaouchestan, Dept Chem, Zahedan, Iran
关键词
D O I
10.1002/jhet.5570430234
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 1:1 intermediate generated by the addition of alkyl and aryl isocyanides to dialkyl acetylenedicarboxylate is trapped by 1,8-diazafloren-9-one to yield iminolactones in good yields.
引用
收藏
页码:481 / 484
页数:4
相关论文
共 29 条
[1]  
Avetisyan A A, 1977, RUSS CHEM REV, V46, P643, DOI [DOI 10.1070/RC1977V046N07ABEH002162, 10.1070/RC1977v046n07ABEH002162]
[2]   Synthesis of some novel γ-spiroiminolactones from reaction of cyclohexyl isocyanide and dialkyl acetylene dicarboxylates with 1-benzylisatin and tryptanthrine [J].
Azizian, J ;
Karimi, AR ;
Mohammadi, AA .
SYNTHETIC COMMUNICATIONS, 2003, 33 (03) :387-391
[3]   A novel three-component butenolide synthesis [J].
Beck, B ;
Magnin-Lachaux, M ;
Herdtweck, E ;
Dömling, A .
ORGANIC LETTERS, 2001, 3 (18) :2875-2878
[4]  
CAVALLITO C, 1951, J MED CHEM, V1, P221
[5]   ADDITIONS TO TERNARY COMPOUNDS .22. THERMODYNAMICALLY CONTROLLED ADDUCT FROM TERT-BUTYLISONITRILE AND ACETYLENECARBOXYLATE [J].
DILLINGER, HJ ;
FENGLER, G ;
SCHUMANN, D ;
WINTERFELDT, E .
TETRAHEDRON, 1974, 30 (15) :2561-2564
[6]   ADDITIONS TO TERNARY COMPOUNDS .21. KINETICALLY CONTROLLED ADDUCT FROM TERT-BUTYLISONITRILE AND ACETYLENEDICARBOXYLATE [J].
DILLINGER, HJ ;
FENGLER, G ;
SCHUMANN, D ;
WINTERFELDT, E .
TETRAHEDRON, 1974, 30 (15) :2553-2559
[7]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[8]  
2-U
[9]   Reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates in the presence of N-alkyl isatins:: convenient synthesis of γ-spiro-iminolactones [J].
Esmaeili, AA ;
Darbanian, M .
TETRAHEDRON, 2003, 59 (29) :5545-5548
[10]  
GRIECO PA, 1975, SYNTHESIS-STUTTGART, V2, P67