Very mild and efficient one-pot access to the valuable 2-hydroxybicyclo[3.2.1]octan-8-one ring system

1993 ◽  
pp. 571 ◽  
Author(s):  
Nicole Ouvrard ◽  
Philippe Ouvrard ◽  
Jean Rodriguez ◽  
Maurice Santelli
Keyword(s):  
Ring System ◽  
One Pot

Stereoselective One-Pot Method for the Introduction of an Amino Group to a Cyclohexane Ring. Preparation of the Octahydroisobenzofuro[7a,1-d]oxazole Ring System

Synthesis ◽  
1992 ◽  
Vol 1992 (12) ◽  
pp. 1261-1264 ◽  
Author(s):  
Kenji Saito ◽  
Hideo Takagi ◽  
Makoto Yamamoto ◽  
Kazutoshi Yamada
Keyword(s):  
Ring System ◽  
Cyclohexane Ring ◽  
Amino Group ◽  
One Pot ◽  
Oxazole Ring

Synthesis of Pyrazolofuropyrazine via One-Pot SNAr Reaction and Intramolecular Direct C–H Arylation

Synthesis ◽  
2018 ◽  
Vol 50 (07) ◽  
pp. 1493-1498 ◽  
Author(s):  
Shinichiro Fuse ◽  
Hiroyuki Nakamura ◽  
Megumi Inaba ◽  
Shinichi Sato ◽  
Manjusha Joshi
Keyword(s):  
Drug Discovery ◽  
Rapid Development ◽  
Ring System ◽  
Biologically Active ◽  
Drug Candidate ◽  
One Pot ◽  
Ring Systems ◽  
Drug Candidates ◽  
Fused Ring ◽  
Snar Reaction

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.

scholarly journals Six-Step Gram Scale Synthesis of the HIV Integrase Inhibitor Dolutegravir Sodium

2021 ◽  
Author(s):  
Jule-Phillip Dietz ◽  
Tobias Lucas ◽  
Jonathan Groß ◽  
Sebastian Seitel ◽  
Jan Brauer ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Integrase Inhibitor ◽  
Active Pharmaceutical Ingredient ◽  
Ring System ◽  
Hiv Integrase ◽  
Salt Formation ◽  
One Pot ◽  
Amide Formation ◽  
Practical Synthesis

A short and practical synthesis for preparing the active pharmaceutical ingredient dolutegravir sodium was investigated. The convergent strategy developed herein starts from 3-(R)-amino-1- butanol and builds up the BC ring system in 76% isolated yield over four steps. Ring A was constructed by a one-pot 1,4-addition to diethyl-(2E/Z)-2-(ethoxymethylidene)-3-oxobutandioate and subsequent MgBr2·OEt2-mediated regioselective cyclization. Amide formation with 2,4- difluorobenzylamine was either performed from the carboxylic acid or through aminolysis of the corresponding ester precursor. Final salt formation afforded dolutegravir sodium in 48–51% isolated yield (HPLC-purity: 99.7–99.9%) over six linear steps.<br>

scholarly journals Hantzsch-Like One-Pot Three-Component Synthesis of Heptaazadicyclopenta[a,j]anthracenes: A New Ring System

Synlett ◽  
2020 ◽  
Vol 31 (09) ◽  
pp. e1-e1
Author(s):  
Ismail A. Abdelhamid ◽  
Amr M. Abdelmoniem ◽  
Farid M. Sroor ◽  
Muhammed A. Ramadan ◽  
Said A. S. Ghozlan
Keyword(s):  
Ring System ◽  
One Pot
Sign in / Sign up

Export Citation Format

Share Document