Regioselective Synthesis of 2-Substituted [1,2,4]Triazolo[5,1-b][1,3]thiazin-7-ones by Heteropolyacids

被引：7

作者：

Motamedi, Radineh ^{[1
]}

Heravi, Majid M. ^{[2
]}

Nazari, Zahra ^{[1
]}

Bamoharram, Fatemeh F. ^{[3
]}

机构：

[1] Payam Noor Univ, Dept Chem, Sch Sci, Tehran, Iran

[2] Alzahra Univ, Sch Sci, Dept Chem, Tehran, Iran

[3] Islamic Azad Univ, Mashhad Branch, Dept Chem, Mashhad, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2010年 / 185卷 / 08期

关键词：

Heteropolyacids; regioselective cyclization; 1; 2; 4]triazolo[5; 1-b][1; 3]thiazin; CATALYST; ACIDS; MILD;

D O I：

10.1080/10426500903213548

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

2-Substituted [1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones 3 were synthesized via regioselective cyclization of 4H-[1,2,4]triazol-3-ylsulfanyl-acrylic acids 2 in the presence of catalytic amounts of heteropolyacids at room temperature in very good yields and rates.

引用

收藏

页码：1672 / 1675

页数：4

相关论文

共 18 条

[1] Catalytic performance of Preyssler heteropolyacid as a green and recyclable catalyst in oxidation of primary aromatic amines [J].

Bamoharram, Fatemeh F. ;

Heravi, Majid M. ;

Roshani, Mina ;

Akbarpour, Mina .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 255 (1-2) :193-198

[2] 7H-[1,2,4]TRIAZOLO[5,1-B][1,3]THIAZIN-7-ONES BY DEAMINATION CYCLIZATION OF S-ACRYLATES OF "4-AMINO-3(3H)-1,2,4-TRIAZOLETHIONES [J].

HEINDEL, ND ;

REID, JR .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (12) :2479-2482

[3] A catalytic method for synthesis of 6-aryl-1H-pyrazolo[3,4-d]pyrimidin-4[5H]-ones by heteropolyacids:: H14[NaP5W29MoO110] and H3PMo12O40 [J].

Heravi, Majid M. ;

Motamedi, Radineh ;

Bamoharram, Fatemeh F. ;

Seify, Nasim .

CATALYSIS COMMUNICATIONS, 2007, 8 (10) :1467-1471

[4] An efficient and chemoselective synthesis of acylals from aromatic aldehydes and their regeneration, catalyzed by 12-molybdophosphoric acid [J].

Heravi, Majid M. ;

Bakhtiari, Khadijeh ;

Bamoharram, Fatemeh F. .

CATALYSIS COMMUNICATIONS, 2006, 7 (07) :499-501

[5] H14[NaP5W30O110]:: A heteropoly acid catalyzed acetylation of alcohols and phenols in acetic anhydride [J].

Heravi, Majid M. ;

Behbahani, Farahnaz K. ;

Bamoharram, Faterneh F. .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 253 (1-2) :16-19

[6] Sulfuric acid:: A mild catalyst for the regioselective synthesis of 2-substituted [1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones [J].

Heravi, MM ;

Montazeri, N ;

Rahimizadeh, M ;

Bakavoli, M ;

Ghassemzadeh, M .

MONATSHEFTE FUR CHEMIE, 2001, 132 (10) :1225-1228

[7] Sodium hydroxide:: a mild and inexpensive catalyst for the regioselective synthesis of 2-substituted 5-methylthiazolo[3,2-b]-s-triazoles [J].

Heravi, MM ;

Tajbakhsh, M .

JOURNAL OF CHEMICAL RESEARCH, 1998, (08) :488-489

[8] CATALYSIS BY HETEROGENEOUS SUPPORTED HETEROPOLY ACID [J].

IZUMI, Y ;

HASEBE, R ;

URABE, K .

JOURNAL OF CATALYSIS, 1983, 84 (02) :402-409

[9] 2-arylimino-5,6-dihydro-4H-1,3-thiazines as a new class of cannabinoid receptor agonists.: Part 1:: Discovery of CB2 receptor selective compounds [J].

Kai, Hiroyuki ;

Morioka, Yasuhide ;

Murashi, Takarni ;

Morita, Koichi ;

Shinonome, Satorni ;

Nakazato, Hitoshi ;

Kawamoto, Keiko ;

Hanasaki, Kohji ;

Takahashi, Furniyo ;

Mihara, Shin-ichi ;

Arai, Tohko ;

Abe, Kohji ;

Okabe, Hirosh ;

Baba, Takahiko ;

Yoshikawa, Takayoshi ;

Takenaka, Hideyuki .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (14) :4030-4034

[10] HOMOGENEOUS CATALYSTS BASED ON HETEROPOLY ACIDS (REVIEW) [J].

KOZHEVNIKOV, IV ;

MATVEEV, KI .

APPLIED CATALYSIS, 1983, 5 (02) :135-150