Synthesis of a bifunctional 1,2,3,4-tetrahydroquinoline derivative: 1,8-bis(9-ethyl-9H-carbazol-3-yl)-1,2,3,4,5,6,7,8-octahydroquino[5,6-f]quinoline-3,6-diol

Degutytė, Rimgailė; Daškevičienė, Marytė; Stumbraitė, Jolanta; Getautis, Vytautas

doi:10.3998/ark.5550190.0010.b11

Cited by 2 publications

(1 citation statement)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…303 Furthermore, the same group demonstrated the synthesis of bis-tetrahydroquinoline 281 starting from epoxide 280 by treatment with dilute hydrochloric acid and subsequent heating. 304 Other developments in this procedure include the synthesis of compounds 282 305 and 283 306 from the corresponding epoxides (Scheme 67).…”

Section: Formation Of the Nàc 2 Bondmentioning

confidence: 99%

Advances in the Chemistry of Tetrahydroquinolines

2011

View full text Add to dashboard Cite

Involving the Generation of Two Bonds 5.1. Introduction 5.2. Formation of the NÀC 2 and C 3 ÀC 4 Bonds 5.2.1. DielsÀAlder Related Reactions 5.2.2. Tandem Michael AdditionÀCyclization Sequence 5.2.3. Miscellaneous Reactions 5.3. Formation of the NÀC 2 and C 4 ÀC 4a Bonds 5.3.1. Michael Addition Initiated Reactions 5.3.2. Miscellaneous Reactions 5.4. Formation of the NÀC 2 and C 2 ÀC 3 Bonds 5.5. Formation of the C 2 ÀC 3 and C 3 ÀC 4 Bonds 5.6. Formation of the C 2 ÀC 3 and C 4 ÀC 4a Bonds 5.7. Formation of the C 3 ÀC 4 and C 4 ÀC 4a Bonds 5.8. Formation of the C 8a ÀN and C 4 ÀC 4a Bonds 5.9. Formation of the NÀC 2 and C 8a ÀN Bonds 6. Synthesis of 1,2,3,4-Tetrahydroquinolines Involving the Generation of Three or More Bonds 6.1. Formation of the NÀC 2 , C 2 ÀC 3 , and C 4 ÀC 4a Bonds: The Povarov and Related Reactions

show abstract

Section: Formation Of the Nàc 2 Bondmentioning

confidence: 99%

Advances in the Chemistry of Tetrahydroquinolines

2011

View full text Add to dashboard Cite

show abstract

β‐Hydroxy‐tetrahydroquinolines from Quinolines Using Chloroborane: Synthesis of the Peptidomimetic FISLE‐412

Altiti

Cheng

et al. 2017

Chemistry A European J

View full text Add to dashboard Cite

A new synthetic protocol provides a simple and direct method to generate functionalized β-hydroxy-tetrahydroquinolines (THQs). Hydroboration of quinolines using chloroboranes followed by oxidation led to the formation of functionalized β-hydroxy-tetrahydroquinolines. High regio and diastereoselectivities were observed in α or γ substituted quinolines and the trans diastereomer of β-hydroxy-THQ was the major isostere. This new protocol was utilized to build the novel antibody-targeted lupus peptidomimetic FISLE-412.

show abstract

Synthesis of a bifunctional 1,2,3,4-tetrahydroquinoline derivative: 1,8-bis(9-ethyl-9H-carbazol-3-yl)-1,2,3,4,5,6,7,8-octahydroquino[5,6-f]quinoline-3,6-diol

Abstract: 2,3,4,5,6,7,8-octahydroquino[5,6-f]quinoline-3,6-diol.

Cited by 2 publications

References 19 publications

Advances in the Chemistry of Tetrahydroquinolines

Advances in the Chemistry of Tetrahydroquinolines

β‐Hydroxy‐tetrahydroquinolines from Quinolines Using Chloroborane: Synthesis of the Peptidomimetic FISLE‐412

Contact Info

Product

Resources

About