Literature DB >> 30933523

Photoinitiated Cascade for Rapid Access to Pyrroloquinazolinone Core of Vasicinone, Luotonins, and Related Alkaloids.

D Sai Reddy1, Andrei G Kutateladze1.   

Abstract

Furylimines of aromatic o-nitro aldehydes undergo a photoinduced cascade transformation offering rapid atom- and step-economical access to complex polyheterocyclic scaffolds possessing a privileged pyrroloquinazolinone core.

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Year:  2019        PMID： 30933523      PMCID： PMC6719786          DOI： 10.1021/acs.orglett.9b00858

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  40 in total

1.  Concise and efficient synthesis of bioactive natural products pegamine, deoxyvasicinone, and (-)-vasicinone.

Authors:  S B Mhaske; N P Argade
Journal:  J Org Chem       Date:  2001-12-28       Impact factor: 4.354

2.  A bronchodilator alkaloid (vasicinone) from Adhatoda vasica Nees.

Authors:  A H AMIN; D R MEHTA
Journal:  Nature       Date:  1959-10-24       Impact factor: 49.962

3.  Tin-free radical cyclization reactions initiated by visible light photoredox catalysis.

Authors:  Joseph W Tucker; John D Nguyen; Jagan M R Narayanam; Scott W Krabbe; Corey R J Stephenson
Journal:  Chem Commun (Camb)       Date:  2010-05-28       Impact factor: 6.222

4.  Chemoenzymatic synthesis of pyrrolo[2,1-b]quinazolinones: lipase-catalyzed resolution of vasicinone.

Authors:  A Kamal; K V Ramana; M V Rao
Journal:  J Org Chem       Date:  2001-02-09       Impact factor: 4.354

5.  Photochemical reactions as key steps in organic synthesis.

Authors:  Norbert Hoffmann
Journal:  Chem Rev       Date:  2008-02-27       Impact factor: 60.622

6.  Alkaloids and phenylpropanoids from Peganum nigellastrum.

Authors:  Z Z Ma; Y Hano; T Nomura; Y J Chen
Journal:  Phytochemistry       Date:  2000-04       Impact factor: 4.072

Review 7.  Rich chemistry of nitroso compounds.

Authors:  Hisashi Yamamoto; Norie Momiyama
Journal:  Chem Commun (Camb)       Date:  2005-06-24       Impact factor: 6.222

8.  2-Nitrobenzaldehyde: a convenient UV-A and UV-B chemical actinometer for drug photostability testing.

Authors:  J M Allen; S K Allen; S W Baertschi
Journal:  J Pharm Biomed Anal       Date:  2000-12-15       Impact factor: 3.935

9.  Regioselective quinazolinone-directed ortho lithiation of quinazolinoylquinoline: practical synthesis of naturally occurring human DNA topoisomerase I poison luotonin a and luotonins B and E.

Authors:  Santosh B Mhaske; Narshinha P Argade
Journal:  J Org Chem       Date:  2004-06-25       Impact factor: 4.354

10.  Unprecedented aromatic homolytic substitutions and cyclization of amide-iminyl radicals: experimental and theoretical study.

Authors:  Aurore Beaume; Christine Courillon; Etienne Derat; Max Malacria
Journal:  Chemistry       Date:  2008       Impact factor: 5.236
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  3 in total

1.  Novel hydroxybenzylamine-deoxyvasicinone hybrids as anticholinesterase therapeutics for Alzheimer's disease.

Authors:  Suresh K Bowroju; Narsimha R Penthala; Naga Rajiv Lakkaniga; Meenakshisundaram Balasubramaniam; Srinivas Ayyadevara; Robert J Shmookler Reis; Peter A Crooks
Journal:  Bioorg Med Chem       Date:  2021-07-14       Impact factor: 3.461

2.  α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction.

Authors:  Mayavan Viji; Manjunatha Vishwanath; Jaeuk Sim; Yunjeong Park; Chanhyun Jung; Seohu Lee; Heesoon Lee; Kiho Lee; Jae-Kyung Jung
Journal:  RSC Adv       Date:  2020-10-07       Impact factor: 4.036

3.  Synthesis of Novel Thiazole Derivatives Bearing β-Amino Acid and Aromatic Moieties as Promising Scaffolds for the Development of New Antibacterial and Antifungal Candidates Targeting Multidrug-Resistant Pathogens.

Authors:  Dovilė Malūkaitė; Birutė Grybaitė; Rita Vaickelionienė; Giedrius Vaickelionis; Birutė Sapijanskaitė-Banevič; Povilas Kavaliauskas; Vytautas Mickevičius
Journal:  Molecules       Date:  2021-12-23       Impact factor: 4.411
  3 in total

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