Issue 5, 2013
From the journal:

Organic & Biomolecular Chemistry

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  

* 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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Article information

DOI
https://doi.org/10.1039/C2OB26979A
Article type
Paper
Submitted
11 Oct 2012
Accepted
16 Nov 2012
First published
19 Nov 2012

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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