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Issue 5, 2013
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A concise synthesis of 4-imino-3,4-dihydroquinazolin-2-ylphosphonates via a palladium-catalyzed reaction of carbodiimide, isocyanide, and phosphite†

Guanyinsheng Qiu,‡a   Yuan Lu‡b  and  Jie Wu*ac  
Author affiliations

* Corresponding authors

a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China
E-mail: jie_wu@fudan.edu.cn
Fax: +86 21 6564 1740
Tel: +86 21 6510 2412

b Obstetrics and Gynecology Hospital, Fudan University, 419 Fangxie Road, Shanghai 200011, China

c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China

Abstract

A palladium-catalyzed reaction of 2-iodoarylcarbodiimide, isocyanide, and phosphite leads to 4-imino-3,4-dihydroquinazolin-2-ylphosphonates in moderate to good yields. Three bonds are formed in a one pot procedure and the tandem process includes nucleophilic attack, isocyanide insertion, and C–N coupling.

Graphical abstract: A concise synthesis of 4-imino-3,4-dihydroquinazolin-2-ylphosphonates via a palladium-catalyzed reaction of carbodiimide, isocyanide, and phosphite

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Publication details

The article was received on 11 Oct 2012, accepted on 16 Nov 2012 and first published on 19 Nov 2012


Article type: Paper
DOI: 10.1039/C2OB26979A
Org. Biomol. Chem., 2013,11, 798-802

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    A concise synthesis of 4-imino-3,4-dihydroquinazolin-2-ylphosphonates via a palladium-catalyzed reaction of carbodiimide, isocyanide, and phosphite

    G. Qiu, Y. Lu and J. Wu, Org. Biomol. Chem., 2013, 11, 798
    DOI: 10.1039/C2OB26979A

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