Cycloisomerization - a straightforward way to benzohquinolines and benzocacridines

Shestakov Aleksandr N.; Pankova Alena S.; Kuznetsov Mikhail A.

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Cycloisomerization - a straightforward way to benzohquinolines and benzocacridines

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Cycloisomerization of 3-alkynyl-2-arylpyridines and quinolines offers a straightforward approach to benzohquinolines and benzoc-acridines. Substituent at the triple bond governs a choice between transition metal or Bronsted acid catalysis. A direct electrophilic activation by trifluoromethanesulfonic acid induces an almost quantitative cyclization of the o-aryl(phenylethynyl) fragment. PtCl2 efficiently catalyzes cyclization of 2-aryl-3-ethynylhetarenes.

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来源
《Chemistry of heterocyclic compounds》 |2017年第10期|1103-1113|共11页
作者
Shestakov Aleksandr N.; Pankova Alena S.; Kuznetsov Mikhail A.;
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作者单位

St Petersburg State Univ, Inst Chem, 26 Univ Sky Ave, St Petersburg 198504, Russia;

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原文格式 PDF
正文语种英语
中图分类杂环化合物;
关键词
alkynes; benzocacridines; benzohquinolines; pyridines; quinolines; cycloisomerization; synthetic methods;

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机译：ChemInform Abstract: The Synthesis of Novel Polycyclic Heterocyclic Ring Systems via Photocyclization. Part 9. Phenanthro(9′,10′:4,5)thieno(2,3‐c)quinoline, Benzo(f)phenanthro(9′,10′:4,5)thieno(2,3‐c)quinoline, and Benzo(h) phenanthro(9′,10′:4,5)thieno(2,3‐c)quinoline.
2. ChemInform Abstract: Condensed Pyridine Bases. Synthesis of Some Derivatives of Benzo(b) furo(2,3‐c)‐, Benzo(b)thieno(2,3‐c)‐ and Benzo(b)selenopheno(2,3‐c) quinolines. [J] . S. V. TOLKUNOV, A. I. KHIZHAN, S. I. SIMONOVAN. S. SEMENOVS. N. LYASHCHUK Chem Inform . 1995,第12期

机译：ChemInform Abstract: Condensed Pyridine Bases. Synthesis of Some Derivatives of Benzo(b) furo(2,3‐c)‐, Benzo(b)thieno(2,3‐c)‐ and Benzo(b)selenopheno(2,3‐c) quinolines.
3. ChemInform Abstract: The Synthesis of Novel Polycyclic Heterocyclic Ring System via Photocyclization. Part 18. Benzo(h)naphtho(1′,2′:4,5)thieno(2,3‐c) quinoline and Benzo(h)naphtho(1′,2′:4,5)thieno(2,3‐c) (1,2,4)triazolo( 4,3‐a)quinoline. [J] . J.‐K. LUO, R. F. FEDERSPIEL, R. N. CASTLE Chem Inform . 1996,第50期

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Cycloisomerization - a straightforward way to benzohquinolines and benzocacridines

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