Intramolecular 1,4-Dipolar Cycloadditions of Cross-Conjugated Heteroaromatic Betaines. Synthesis of Hexahydrojulolidines and Related Peri- and Ortho-Fused Ring Systems

1995 ◽  
Vol 60 (12) ◽  
pp. 3795-3805 ◽  
Author(s):  
Kevin T. Potts ◽  
Thevarak Rochanapruk ◽  
Albert Padwa ◽  
Steven J. Coats ◽  
Lazaros Hadjiarapoglou
Author(s):  
W. Russell Bowman ◽  
Roy V. Davies ◽  
Alexandra M. Z. Slawin ◽  
Gian S. Sohal ◽  
Roger B. Titman ◽  
...  

Synthesis ◽  
2018 ◽  
Vol 50 (07) ◽  
pp. 1493-1498 ◽  
Author(s):  
Shinichiro Fuse ◽  
Hiroyuki Nakamura ◽  
Megumi Inaba ◽  
Shinichi Sato ◽  
Manjusha Joshi

Fused-ring systems containing heterocycles are attractive templates for drug discovery. Biologically active 6-5-5+6 fused-ring systems that possess heterocycles are available, but these require a relatively large number of synthetic steps for preparation. Therefore, pyrazolofuropyrazine was designed as a 6-5-5+6 ring system template that incorporates ready accessibility for drug discovery. Pyrazolofuropyrazines were successfully constructed in only a few steps via one-pot SNAr reaction/intramolecular C–H direct arylation. As a drug candidate, pyrazolofuropyrazine has earned a favorable LogP, although significant biological activity has yet to be established; the ready accessibility of pyrazolofuropyrazine template, however, offers an opportunity for the rapid development of promising new drug candidates.


Author(s):  
Alan R. Katritzky ◽  
Christopher A. Ramsden ◽  
John A. Joule ◽  
Viktor V. Zhdankin

2021 ◽  
Author(s):  
P. A. Harris
Keyword(s):  

AbstractThe synthesis of pyridazino[1,6-a]indoles, as well as the related indolo[1,2-b]cinnolines and indolo[2,1-a]phthalazines, are reviewed in this chapter. The most utilized methods to access pyridazino[1,6-a]indoles involve annulation of 1H-indol-1-amine derivatives.


2021 ◽  
Author(s):  
P. A. Harris

AbstractThe synthesis of pyrazino[1,2-a]indoles and related indolo[1,2-a]quinoxalines and pyrido[2′,1′:3,4]pyrazino[1,2-a]indol-5-ium salts are reviewed in this chapter. The most common routes to pyrazino[1,2-a]indoles involve cyclization of indole derivatives containing a formyl, keto, ester, or nitrile function at the 2-position. Indolo[1,2-a]quinoxalines are most readily accessed via cyclization of 1-(aryl)-1H-indoles, where the aryl group is substituted at the 2-position by either amino, iodo, or nitro functionality.


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