✦ LIBER ✦

[2+2] Cycloadditions of Electron-Poor Acetylenes to (5Z)-5-[(Dimethylamino)methylene]imidazolidine-2,4-diones

✍ Scribed by Uroš Uršič; Uroš Grošelj; Anton Meden; Jurij Svete; Branko Stanovnik

Book ID: 102256854
Publisher: John Wiley and Sons
Year: 2009
Tongue: German
Weight: 252 KB
Volume: 92
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200800297

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

magnified image

Microwave‐assisted [2+2] cycloadditions of acetylene mono‐ and acetylenedicarboxylates 2 to (5__Z__)‐5‐[(dimethylamino)methylene]imidazolidine‐2,4‐dione 4a or to the corresponding thioxo derivative 4b in MeCN furnished the highly functionalized imidazolidine‐2,4‐dione derivatives 5 and 6 or the corresponding thioxo derivatives 5–7 as single isomers or mixtures of two isomers (Schemes 2 and 3, Table 1). When the reaction of (5__Z__)‐5‐[(dimethylamino)methylene]imidazolidine‐2,4‐dione (4c) with acetylenedicarboxylate 2a was performed in DMF, hydrolysis of the (dimethylamino)methylene group took place to give (2__E__)‐2‐(2,5‐dioxoimidazolidin‐4‐ylidene)butanedioate 11 (Scheme 5).

📜 SIMILAR VOLUMES

ChemInform Abstract: [2 + 2] Cycloadditi

ChemInform Abstract: [2 + 2] Cycloadditions of Electron-Poor Acetylenes to (5Z)-5-[(Dimethylamino)methylene]imidazolidine-2,4-diones.

✍ Uros Ursic; Uros Groselj; Anton Meden; Jurij Svete; Branko Stanovnik 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 37 KB 👁 1 views

Structure of the Z isomer of 5-[(4-metho

Structure of the Z isomer of 5-[(4-methoxyphenyl)methylene]imidazolidine-2,4-dione

✍ Drew, M. G. B. ;Mok, K. F. ;Ang, K. P. ;Tan, S. F. 📂 Article 📅 1987 🏛 International Union of Crystallography 🌐 English ⚖ 319 KB

Structures of E- and Z-isomers of 1-meth

Structures of E- and Z-isomers of 1-methyl-5-[(2,4,6-trimethylphenyl)methylene]imidazolidine-2,4-dione

✍ Drew, M. G. B. ;Mok, K. F. ;Ang, K. P. ;Tan, S. F. 📂 Article 📅 1987 🏛 International Union of Crystallography 🌐 English ⚖ 429 KB

1,3-Dipolar Cycloadditions to (5Z)-1-Acy

1,3-Dipolar Cycloadditions to (5Z)-1-Acyl-5-(cyanomethylidene)- imidazolidine-2,4-diones: Synthesis and Transformations of Spirohydantoin Derivatives

✍ Uroš Grošelj; Aleš Drobnič; Simon Rečnik; Jurij Svete; Branko Stanovnik; Amalija 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 German ⚖ 440 KB 👁 1 views

Formal [2 + 2 + 1] and [4 + 1] cycloaddi

Formal [2 + 2 + 1] and [4 + 1] cycloadditions of electron poor alkenes to pentacarbonyl[(N,N-dimethylamino)methylene]chromium

✍ Sierra, Miguel A.; Soderberg, Bjorn; Lander, Peter A.; Hegedus, Louis S. 📂 Article 📅 1993 🏛 American Chemical Society 🌐 English ⚖ 267 KB

Regiospecific [2+2] cycloadditions of el

Regiospecific [2+2] cycloadditions of electron-poor acetylenes to (Z)-2-acylamino-3-dimethylaminopropenoates: synthesis of highly functionalised buta-1,3-dienes

✍ Uroš Uršič; Uroš Grošelj; Anton Meden; Jurij Svete; Branko Stanovnik 📂 Article 📅 2008 🏛 Elsevier Science 🌐 French ⚖ 220 KB