A concise and diversity-oriented strategy for the synthesis of benzofurans and indoles via Ugi and Diels-Alder reactions

被引:75
作者
Lu, K
Luo, TP
Xiang, Z
You, ZJ
Fathi, R [1 ]
Chen, JH
Yang, Z
机构
[1] Peking Univ, Key Lab Bioorgan Chem, Beijing 100871, Peoples R China
[2] Peking Univ, Coll Chem, Mol Engn Minist Educ, State Key Lab Nat & Biomimet Drugs,Sch Pharmaceut, Beijing 100871, Peoples R China
[3] Peking Univ, Shenzhen Grad Sch, Lab Chem Genom, Beijing 100871, Peoples R China
来源
JOURNAL OF COMBINATORIAL CHEMISTRY | 2005年 / 7卷 / 06期
关键词
D O I
10.1021/cc050099b
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A one-pot synthesis of diverse benzofurans and indoles from readily available starting materials was achieved via the sequential Ugi four-component reaction, intramolecular Diels-Alder reaction, and oxidative aromatization.
引用
收藏
页码:958 / 967
页数:10
相关论文
共 35 条
[1]  
[Anonymous], 1991, Comprehensive Organic Synthesis
[2]   Multiple-component condensation strategies for combinatorial library synthesis [J].
Armstrong, RW ;
Combs, AP ;
Tempest, PA ;
Brown, SD ;
Keating, TA .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131
[3]   Khellinone derivatives as blockers of the voltage-gated potassium channel Kv1.3:: Synthesis and immunosuppressive activity [J].
Baell, JB ;
Gable, RW ;
Harvey, AJ ;
Toovey, N ;
Herzog, T ;
Hänsel, W ;
Wulff, H .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (09) :2326-2336
[4]  
Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[5]  
2-A
[6]   Chemoselective debenzylation of N-benzyl tertiary amines with ceric ammonium nitrate [J].
Bull, SD ;
Davies, SG ;
Fenton, G ;
Mulvaney, AW ;
Prasad, RS ;
Smith, AD .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (22) :3765-3774
[7]   Chemoselective oxidative debenzylation of tertiary N-benzyl amines [J].
Bull, SD ;
Davies, SG ;
Fenton, G ;
Mulvaney, AW ;
Prasad, RS ;
Smith, AD .
CHEMICAL COMMUNICATIONS, 2000, (05) :337-338
[8]   A planning strategy for diversity-oriented synthesis [J].
Burke, MD ;
Schreiber, SL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (01) :46-58
[9]   Selective N-debenzylation of amides with p-TsOH [J].
Chern, CY ;
Huang, YP ;
Kan, WM .
TETRAHEDRON LETTERS, 2003, 44 (05) :1039-1041
[10]   Design and discovery of protein dimerizers [J].
Clemons, PA .
CURRENT OPINION IN CHEMICAL BIOLOGY, 1999, 3 (01) :112-115