ChemInform Abstract: A Facile One-Pot Highly Chemo- and Regioselective Synthesis of the Novel Heterocyclic System Indolo[1,2-c]azolo[1,5-a]quinazoline-8,10-dione.

ChemInform ◽  
2014 ◽  
Vol 45 (24) ◽  
pp. no-no
Author(s):  
Olesya N. Petrova ◽  
Lali L. Zamigajlo ◽  
Svetlana V. Shishkina ◽  
Oleg V. Shishkin ◽  
Vladimir I. Musatov ◽  
...  
Keyword(s):  
Heterocyclic System ◽  
Regioselective Synthesis ◽  
The Novel ◽  
One Pot

A facile one-pot highly chemo- and regioselective synthesis of the novel heterocyclic system indolo[1,2-c]azolo[1,5-a]quinazoline-8,10-dione

Tetrahedron ◽  
2013 ◽  
Vol 69 (52) ◽  
pp. 11185-11190 ◽  
Author(s):  
Olesya N. Petrova ◽  
Lali L. Zamigajlo ◽  
Svetlana V. Shishkina ◽  
Oleg V. Shishkin ◽  
Vladimir I. Musatov ◽  
...  
Keyword(s):  
Heterocyclic System ◽  
Regioselective Synthesis ◽  
The Novel ◽  
One Pot

scholarly journals Further exploration of the heterocyclic diversity accessible from the allylation chemistry of indigo

2015 ◽  
Vol 11 ◽  
pp. 481-492 ◽  
Author(s):  
Alireza Shakoori ◽  
John B Bremner ◽  
Mohammed K Abdel-Hamid ◽  
Anthony C Willis ◽  
Rachada Haritakun ◽  
...  
Keyword(s):  
Claisen Rearrangement ◽  
Heterocyclic System ◽  
The Novel ◽  
Ring Closing Metathesis ◽  
One Pot ◽  
Rapid Access ◽  
Directed Synthesis ◽  
Derivatives Of

Diversity-directed synthesis based on the cascade allylation chemistry of indigo, with its embedded 2,2’-diindolic core, has resulted in rapid access to new examples of the hydroxy-8a,13-dihydroazepino[1,2-a:3,4-b']diindol-14(8H)-one skeleton in up to 51% yield. Additionally a derivative of the novel bridged heterocycle 7,8-dihydro-6H-6,8a-epoxyazepino[1,2-a:3,4-b']diindol-14(13H)-one was produced when the olefin of the allylic substrate was terminally disubstituted. Further optimisation also produced viable one-pot syntheses of derivatives of the spiro(indoline-2,9'-pyrido[1,2-a]indol)-3-one (65%) and pyrido[1,2,3-s,t]indolo[1,2-a]azepino[3,4-b]indol-17-one (72%) heterocyclic systems. Ring-closing metathesis of the N,O-diallylic spiro structure and subsequent Claisen rearrangement gave rise to the new (1R,8aS,17aS)-rel-1,2-dihydro-1-vinyl-8H,17H,9H-benz[2',3']pyrrolizino[1',7a':2,3]pyrido[1,2-a]indole-8,17-(2H,9H)-dione heterocyclic system.

Conjugate systems in the construction of heterocycles and quaternary stereocenters

2007 ◽  
Vol 79 (2) ◽  
pp. 181-191 ◽  
Author(s):  
Carlos González-Romero ◽  
Pablo Bernal ◽  
Fabiola Jiménez ◽  
María del Carmen Cruz ◽  
Aydeé Fuentes-Benites ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Intramolecular Cyclization ◽  
Regioselective Synthesis ◽  
The Novel ◽  
One Pot ◽  
Naturally Occurring ◽  
Novel Approach ◽  
Michael Acceptors ◽  
Quaternary Stereocenters ◽  
Synthetic Application

The synthetic application of 4,5-bis-alkylidene-1,3-oxazolidin-2-ones led to the efficient and regioselective synthesis of 2-(3H)-benzoxazolones and diarylamines with a short methodology. They were also valuable synthons in a total synthesis of naturally occurring carbazoles. New enantiopure 4-oxazoline-2-one and 4-methylene-2-oxazolidinone were prepared via a one-pot microwave (MW)-promoted condensation of α-ketols and an enantiopure isocyanate. These enamides were efficient nucleophiles when added to Michael acceptors to give a series of compounds with quaternary stereocenters in fairly good stereoisomeric ratios. The novel approach for the synthesis of benzofurans and indoles by intramolecular cyclization of enaminones has been applied in the preparation of furobenzofurans starting from benzo-bis-enaminones.

scholarly journals One-Pot Synthesis of Novel Multisubstituted 1-Alkoxyindoles

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1466
Author(s):  
Ye Eun Kim ◽  
Hyunsung Cho ◽  
Yoo Jin Lim ◽  
Chorong Kim ◽  
Sang Hyup Lee
Keyword(s):  
Alkyl Halide ◽  
The Novel ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Consecutive Reactions ◽  
Intramolecular Condensation ◽  
Synthetic Sequence ◽  
Novel Target

Studies on a one-pot synthesis of novel multisubstituted 1-alkoxyindoles 1 and their mechanistic investigations are presented. The synthesis of 1 was successfully achieved through consecutive four step reactions from substrates 2. The substrates 2, prepared through a two-step synthetic sequence, underwent three consecutive reactions of nitro reduction, intramolecular condensation, and nucleophilic 1,5-addition to provide the intermediates, 1-hydroxyindoles 8, which then were alkylated in situ with alkyl halide to afford the novel target products 1. We optimized the reaction conditions for 1 focusing on the alkylation step, along with the consideration of formation of intermediates 8. The optimized condition was SnCl2·2H2O (3.3 eq) and alcohols (R1OH, 2.0 eq) for 1–2 h at 40 °C and then, base (10 eq) and alkyl halides (R2Y, 2.0 eq) for 1–4 h at 25–50 °C. Notably, all four step reactions were performed in one-pot to give 1 in good to modest yields. Furthermore, the mechanistic aspects were also discussed regarding the reaction pathways and the formation of side products. The significance lies in development of efficient one-pot reactions and in generation of new 1-alkoxyindoles.

ChemInform Abstract: A Three-Component Domino Reaction of 2-Tetralone, Hydroxylamine and Acetylene: A One-Pot, Highly Regioselective Synthesis of 4,5-Dihydrobenz[e]indoles.

ChemInform ◽  
2010 ◽  
Vol 41 (28) ◽  
pp. no-no
Author(s):  
Alexander M. Vasil'tsov ◽  
Andrei V. Ivanov ◽  
Al'bina I. Mikhaleva ◽  
Boris A. Trofimov
Keyword(s):  
Regioselective Synthesis ◽  
Domino Reaction ◽  
One Pot

Regioselective Synthesis of the Novel N4-Substituted Pyrazolo[4,5-e][1,2,4]thiadiazines as Potent HIV-1 NNRTIs.

ChemInform ◽  
2006 ◽  
Vol 37 (42) ◽  
Author(s):  
Xinyong Liu ◽  
Niangen Chen ◽  
Renzhang Yan ◽  
Wenfang Xu ◽  
Maria Teresa Molina ◽  
...  
Keyword(s):  
Regioselective Synthesis ◽  
The Novel ◽  
Hiv 1

Indium-Catalyzed Direct Conversion of Lactones into Thiolactones and Selenolactones in the Presence of Elemental Sulfur and Selenium

Synthesis ◽  
2017 ◽  
Vol 50 (03) ◽  
pp. 565-574 ◽  
Author(s):  
Norio Sakai ◽  
Shuhei Horikawa ◽  
Yohei Ogiwara
Keyword(s):  
Catalytic System ◽  
Elemental Sulfur ◽  
Direct Conversion ◽  
The Novel ◽  
One Pot

The direct conversion of lactones into thiolactones with elemental sulfur (S8) catalyzed by InCl3/PhSiH3 in a one-pot reaction is described. This catalytic system was successfully applied to the novel preparation of selenolactones from lactones and selenium.

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