SUBSTITUTED (CARBAZOL-9-YL)(BENZOTRIAZOL-1-YL)METHANES - NOVEL ACYL ANION EQUIVALENTS

被引:42
作者
KATRITZKY, AR
YANG, Z
LAM, JN
机构
[1] Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville
关键词
D O I
10.1021/jo00024a039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkyl(carbazol-9-yl)(benzotriazol-1-yl)methanes are deprotonated by BuLi to form anions which react with alkyl halides, aldehydes, and isocyanates to afford the expected products and which add 1,4 to alpha,beta-unsaturated ketones. These products are hydrolyzed by dilute acid at ambient temperature to afford the corresponding ketones.
引用
收藏
页码:6917 / 6923
页数:7
相关论文
共 46 条
[1]  
ABDALLAH MA, 1975, J CHEM SOC PERK T 1, P888
[2]   AZO ANIONS IN SYNTHESIS - TERT-BUTYLHYDRAZONES AS ACYL-ANION EQUIVALENTS [J].
ADLINGTON, RM ;
BALDWIN, JE ;
BOTTARO, JC ;
PERRY, MWD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (18) :1040-1041
[3]  
Ager D. J., 1987, UMPOLED SYNTHONS, P19
[4]  
AGER DJ, 1980, TETRAHEDRON LETT, P4763
[5]   ALPHA-METHOXYVINYLLITHIUM AND RELATED METALATED ENOL ETHERS - PRACTICAL REAGENTS FOR NUCLEOPHILIC ACYLATION [J].
BALDWIN, JE ;
HOFLE, GA ;
LEVER, OW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (22) :7125-7127
[6]   ACYL ANION EQUIVALENTS - SYNTHESIS OF KETONES AND ALPHA-(PHENYLTHIO)KETONES FROM THE ADDUCTS OF BIS-(PHENYLTHIO)CARBANIONS AND CARBONYL-COMPOUNDS [J].
BLATCHER, P ;
WARREN, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (04) :1074-1088
[7]   SYNTHESIS OF SILYL AND GERMYL KETONES [J].
BROOK, AG ;
DUFF, JM ;
NONES, PF ;
DAVIS, NR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (02) :431-&
[8]   STEREOSELECTIVE SYNTHESES OF CIS-2-SUBSTITUTED AND TRANS-2-SUBSTITUTED 1,3-DITHIANE 1-OXIDES [J].
CAREY, FA ;
DAILEY, OD ;
HERNANDEZ, O ;
TUCKER, JR .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (25) :3975-3978
[9]   VINYLIC SELENIDES [J].
COMASSETO, JV .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 253 (02) :131-181
[10]  
COOKSON RC, 1976, J CHEM SOC CHEM COMM, P990