Four-component, five-centered, one-pot synthesis of 1-(1H-tetrazol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole derivatives

被引：12

作者：

Reddy, B. V. Subba ^{[1
]}

Kota, Kavya ^{[1
,3
]}

Rao, B. Maheshwar ^{[1
]}

Sridhar, B. ^{[2
]}

Mukkanti, K. ^{[3
]}

机构：

[1] CSIR, Indian Inst Chem Technol, Ctr Semiochem, Hyderabad, Andhra Pradesh, India

[2] CSIR, Indian Inst Chem Technol, Lab Xray Crystallog, Hyderabad, Andhra Pradesh, India

[3] JNTU, Dept Chem, Hyderabad 500085, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 41期

关键词：

Multi-component reaction; Haloamine cyclization; Ugi-azide coupling; Tetrahydrocarbolines; Tetrazoles; MULTICOMPONENT REACTIONS; 3-COMPONENT REACTION; TETRAZOLE; ISOCYANIDES; CHEMISTRY; SURROGATE; BIOLOGY; IMINES; AMIDE;

D O I：

10.1016/j.tetlet.2016.08.067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient four component, five centered coupling strategy has been developed for the synthesis of a novel series of 1-tetrazolyl-tetrahydro-beta-carboline derivatives in good yields. This method is effective for the synthesis of tetrazolyl tetrahydro-beta-carbolines in a one-pot operation. This method is operationally simple and works under mild conditions with diverse substrates. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：4529 / 4532

页数：4

共 47 条

[21] Analysis of Sartans: A Review [J].

Muszalska, Izabela ;

Sobczak, Agnieszka ;

Dolhan, Agnieszka ;

Jelinska, Anna .

JOURNAL OF PHARMACEUTICAL SCIENCES, 2014, 103 (01) :2-28

[22] Short solution phase preparation of fused azepine-tetrazoles via a UDC (Ugi/de-Boc/cyclize) strategy [J].

Nixey, T ;

Kelly, M ;

Semin, D ;

Hulme, C .

TETRAHEDRON LETTERS, 2002, 43 (20) :3681-3684

[23]

Passerini M., 1921, GAZZ CHIM ITAL, V51, P126

[24]

Rachel S., 2010, TOP HETEROCYCL CHEM, V25, P95

[25] Highly Diastereoselective Reaction of α-Diazoesters with Aryl Alcohols and Isatin Imines: Rapid Access to Oxindole-Derived α-Alkoxy-β-amino Acid Derivatives with Two Adjacent Quaternary Carbon Centers [J].

Rajasekaran, Tamilselvan ;

Karthik, Govindaraju ;

Sridhar, B. ;

Kumar, S. Kiran ;

Reddy, Basi V. Subba .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (11) :2221-2224

[26] Asymmetric multicomponent reactions (AMCRs):: The new frontier [J].

Ramón, DJ ;

Yus, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (11) :1602-1634

[27] A short and highly convergent approach for the synthesis of rutaecarpine derivatives [J].

Reddy, B. V. Subba ;

Babu, R. Anji ;

Reddy, B. Jagan Mohan ;

Sridhar, B. ;

Murthy, T. Ramalinga ;

Pranathi, P. ;

Kalivendi, Shasi V. ;

Rao, T. Prabhakar .

RSC ADVANCES, 2015, 5 (35) :27476-27480

[28] Four-Component, One-Pot Synthesis of N-Alkyl-4-oxo-3-phenylhexahydro-4H-spiro{[1,3]dioxolo[4′, 5′: 4,5]furo[2,3-f][1,2,3]triazolo[1,5-a][1,4]diazepine-9,1′- cyclohexane}-6-carboxamide Derivatives [J].

Reddy, B. V. Subba ;

Majumder, Nilanjan ;

Raob, Prabhakar .

SYNTHESIS-STUTTGART, 2014, 46 (24) :3408-3414

[29] Thee-component, one-pot synthesis of hexahydroazepino [3,4-b]indole and tetrahydro-1H-pyrido[3,4-b]indole derivatives and evaluation of their cytotoxicity [J].

Reddy, B. V. Subba ;

Ganesh, A. Venkata ;

Vani, M. ;

Murthy, T. Ramalinga ;

Kalivendi, Shasi V. ;

Yadav, J. S. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (18) :4501-4503

[30] Ugi-type four-component reaction for a novel synthesis of 5-oxo-perhydrofuro[3,2-b]pyran carboxylate derivatives [J].

Reddy, B. V. Subba ;

Majumder, Nilanjan ;

Gopal, A. V. Hara ;

Chatterjee, Deepak ;

Kunwar, A. C. .

TETRAHEDRON LETTERS, 2010, 51 (52) :6835-6838

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