DBU, a highly efficient reagent for the facile regeneration of (hetero)arylamines from their acetamides and benzamides: Influence of solvent, temperature, and microwave irradiation

被引:19
作者
Chakrabarty, M
Ghosh, N
Khasnobis, S
Chakrabarty, M
机构
[1] Bose Inst, Dept Chem, Kolkata 700009, W Bengal, India
[2] Acharya JC Bose Coll, Dept Chem, Kolkata 700020, W Bengal, India
[3] Bethune Coll, Dept Chem, Kolkata 700006, W Bengal, India
关键词
D O I
10.1081/SCC-120002011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) was found to smoothly cleave the N-acetyl and N-benzoyl derivatives of carbazoles, indoles and nitroanilines quickly in refluxing methanol and the parent amines were recovered in excellent yields. Complete cleavage could also be accomplished in acetonitrile solution under reflux and also under microwave irradiation, which, however, required considerably longer periods.
引用
收藏
页码:265 / 272
页数:8
相关论文
共 30 条
[1]  
BARTON DHR, 1990, TETRAHEDRON, V46, P7587
[2]   A NEW SYNTHESIS OF PYRROLES FROM NITROALKENES [J].
BARTON, DHR ;
ZARD, SZ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (16) :1098-1100
[3]   PHOTO-FRIES REARRANGEMENTS IN N-SULFONYL CARBAZOLES [J].
CHAKRABARTI, A ;
BISWAS, GK ;
CHAKRABORTY, DP .
TETRAHEDRON, 1989, 45 (16) :5059-5064
[4]   A NEW METHOD OF NITRATION OF CARBAZOLES USING CERIC AMMONIUM-NITRATE (CAN) [J].
CHAKRABARTY, M ;
BATABYAL, A .
SYNTHETIC COMMUNICATIONS, 1994, 24 (01) :1-10
[5]  
Chakrabarty M, 1996, J CHEM RES, P190
[6]  
CHAKRABARTY M, 1992, INDIAN J CHEM B, V31, P199
[7]  
CHAKRABARTY M, 1997, J INDIAN CHEM SOC, V74, P925
[8]  
FUGINAGA M, 1966, B CHEM SOC JPN, V39, P185
[9]  
FUGINAGA M, 1964, B CHEM SOC JPN, V37, P468
[10]  
GHOSH N, 2000, 4 NAT C IND SOC CHEM