Literature DB >> 19950908

Iodine catalyzed one-pot multicomponent synthesis of a library of compounds containing tetrazolo[1,5-a]pyrimidine core.

Li-Yan Zeng1, Chun Cai.   

Abstract

Versatile and novel reactions of 5-aminotetrazole with structurally diverse aryl aldehydes and building blocks with active methylene catalyzed by iodine were investigated in a multicomponent one-pot protocol. A series of 5,7-diaryl-4,7-dihydrotetrazolo[1,5-a]pyrimidines C and 5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylates D were obtained in moderate to good yields. Further exploration rapidly afforded various E in good to excellent yields; in addition, compound F was also obtained under the same condition. The structures of products were characterized by LC-MS, (1)H NMR, (13)C NMR, and elemental analysis.

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Year:  2010        PMID: 19950908     DOI: 10.1021/cc9000983

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  11 in total

1.  Synthesis of novel isoquinolinone and 1,2-dihydroisoquinoline scaffolds via Ugi reaction and ring opening reaction of furans.

Authors:  Fei Ji; Wen-bin Yi; Mu Sun; Mei-fang Lv; Chun Cai
Journal:  Mol Divers       Date:  2013-03-20       Impact factor: 2.943

2.  One-pot synthesis of tetrazolo[1,5-a]pyrimidines under solvent-free conditions.

Authors:  Ramin Ghorbani-Vaghei; Zahra Toghraei-Semiromi; Mostafa Amiri; Rahman Karimi-Nami
Journal:  Mol Divers       Date:  2013-03-30       Impact factor: 2.943

Review 3.  A review of syntheses of 1,5-disubstituted tetrazole derivatives.

Authors:  Afshin Sarvary; Ali Maleki
Journal:  Mol Divers       Date:  2014-10-02       Impact factor: 2.943

4.  Effective DABCO-catalyzed synthesis of new tetrazolo[1,5-a]pyrimidine analogs.

Authors:  Ramin Ghorbani-Vaghei; Azadeh Shahriari; Jafar Mahmoodi; Yaser Maghbooli
Journal:  Mol Divers       Date:  2017-07-05       Impact factor: 2.943

5.  A new paradigm for designing ring construction strategies for green organic synthesis: implications for the discovery of multicomponent reactions to build molecules containing a single ring.

Authors:  John Andraos
Journal:  Beilstein J Org Chem       Date:  2016-11-16       Impact factor: 2.883

6.  Synthesis, effect of substituents on the regiochemistry and equilibrium studies of tetrazolo[1,5-a]pyrimidine/2-azidopyrimidines.

Authors:  Elisandra Scapin; Paulo R S Salbego; Caroline R Bender; Alexandre R Meyer; Anderson B Pagliari; Tainára Orlando; Geórgia C Zimmer; Clarissa P Frizzo; Helio G Bonacorso; Nilo Zanatta; Marcos A P Martins
Journal:  Beilstein J Org Chem       Date:  2017-11-10       Impact factor: 2.883

7.  Polysubstituted Imidazoles as LysoTracker Molecules: Their Synthesis via Iodine/H2O and Cell-Imaging Studies.

Authors:  Saswati Adhikary; Leena Majumder; Sourav Pakrashy; Ravuri Srinath; Kaustuv Mukherjee; Chitra Mandal; Biswadip Banerji
Journal:  ACS Omega       Date:  2020-06-11

8.  A Simple and Efficient Synthesis of Highly Substituted Indeno[1,2-b]pyrrole and Acenaphtho[1,2-b]pyrrole Derivatives by Tandem Three-Component Reactions.

Authors:  Xiaodong Tang; Songlei Zhu; Ying Ma; Ren Wen; Lanqi Cen; Panwei Gong; Jing Wang
Journal:  Molecules       Date:  2018-11-20       Impact factor: 4.411

9.  Efficient synthesis of dihydropyrimidinones via a three-component Biginelli-type reaction of urea, alkylaldehyde and arylaldehyde.

Authors:  Haijun Qu; Xuejian Li; Fan Mo; Xufeng Lin
Journal:  Beilstein J Org Chem       Date:  2013-12-11       Impact factor: 2.883

10.  In water multicomponent synthesis of low-molecular-mass 4,7-dihydrotetrazolo[1,5-a]pyrimidines.

Authors:  Irina G Tkachenko; Sergey A Komykhov; Vladimir I Musatov; Svitlana V Shishkina; Viktoriya V Dyakonenko; Vladimir N Shvets; Mikhail V Diachkov; Valentyn A Chebanov; Sergey M Desenko
Journal:  Beilstein J Org Chem       Date:  2019-10-08       Impact factor: 2.883

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