Synthesis of 11a-N-Arylsulfonyl-5-carbapterocarpans (Tetrahydro-5H-benzo[a]carbazoles) by Azaarylation of Dihydronaphthalenes with o-Iodo-N-(Arylsulfonyl)anilines in Poly(ethylene glycol)

被引:4
作者
Barcellos, Julio C. F. [1 ]
Borges, Beatriz H. F. [1 ]
Mendes, Joseane A. [2 ]
Ceron, Mauricio C. [2 ]
Buarque, Camilla D. [2 ]
Dias, Ayres G. [3 ]
Costa, Paulo R. R. [1 ]
机构
[1] Univ Fed Rio de Janeiro, Nucleo Pesquisas Prod Nat, Ctr Ciencias Saude, Lab Quim Bioorgan, BR-21941590 Rio De Janeiro, RJ, Brazil
[2] Pontificia Univ Catolica Rio de Janeiro, Dept Quim, BR-22435900 Rio De Janeiro, RJ, Brazil
[3] Univ Estado Rio de Janeiro, Inst Quim, BR-20550900 Rio De Janeiro, RJ, Brazil
来源
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 19期
关键词
arylations; sulfonamides; cyclizations; heterocyclic compounds; polycyclic compounds; indolines; solvent effects; catalysis; palladium; FUNCTIONALLY-SUBSTITUTED ARYL; PALLADIUM-CATALYZED HETEROANNULATION; GEL ELECTROPHORESIS; CELL-LINES; DERIVATIVES; NANOPARTICLES; IODIDES; PEG-400; ALKENES; HALIDES;
D O I
10.1055/s-0034-1380757
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
11a-N-Arylsulfonyl-5-carbapterocarpans (tetrahydro-5H-benzo[a]carbazoles) were synthesized by palladium-catalyzed azaarylation of dihydronaphthalenes with o-iodo-N-(arylsulfonyl) anilines in poly(ethylene glycol) (PEG-400). Better chemical yields (moderate to good) and shorter reaction times (a few minutes at 130-170 degrees C) were observed in PEG-400 compared with the corresponding reactions in acetone.
引用
收藏
页码:3013 / 3019
页数:7
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