✦ LIBER ✦

Note on the Synthesis of 1, 1-Dichloro-2, 3-divinylcyclopropane and Other Functionalized Dichlorocyclopropanes

✍ Scribed by Paul Müller; Michel Rey

Publisher: John Wiley and Sons
Year: 1982
Tongue: German
Weight: 374 KB
Volume: 65
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19820650407

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The title compound 1 was synthesized via addition of dichlorocarbene to dimethyl trars‐3‐hexenedioate (5), using o‐nitrophenylselenic acid‐elimination to form the double bonds. Reaction of dichlorocyclopropane 8 with ozone on silica gel furnished the monoketone 10; no diketone 11 could be isolated upon further exposure of 10 to O~3~/SiO~2~. When the bis(p‐toluenesulfonate) 13b was treated with t‐BuOK, 16 was obtained in low yield as the only isolable product. It is believed to arise from Cope‐rearrangement of an intermediate cis‐divinylcyclopropane 14 to cycloheptadiene 15, which undergoes a subsequent allylic rearrangement to 16.

📜 SIMILAR VOLUMES

Synthesis and Functionalization of 3-Eth

Synthesis and Functionalization of 3-Ethylquinoxalin-2(1H)-one.

✍ V. A. Mamedov; A. A. Kalinin; A. T. Gubaidullin; O. G. Isaikina; I. A. Litvinov 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 22 KB

A Facile Synthesis and Characterization

A Facile Synthesis and Characterization of the Novel 2,2-Dichloro-1- [3-(2,2-dichloro-acetyl)-2-(4-methoxy-phenyl)-imidazolidin-1-yl] -ethanone.

✍ Canan Uenaleroglu; Baris Temelli; Tuncer Hoekelek 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 75 KB 👁 1 views

ChemInform Abstract: Prostanoids. Part 7

ChemInform Abstract: Prostanoids. Part 73. Reactions of Functionalized 2,3-Dichloro-2-cyclopenten-1-one and 2,3,5-Trichloro-2-cyclopenten-1-one with Reformatsky Reagents.

✍ R. R. Akhmetvaleev; L. R. Imaeva; T. A. Belogaeva; I. P. Baikova; M. S. Miftakho 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

1,1-Dichloro-2,2,2-trihaloethyl Isocyana

1,1-Dichloro-2,2,2-trihaloethyl Isocyanates and N-(1-Chloro-2,2,2-trihaloethylidene)urethanes in the Synthesis of 4-Trihalomethyl-2H-1,3-benzoxazin-2-ones.

✍ M. V. Vovk; A. V. Bol'but; P. S. Lebed; V. I. Boiko 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 28 KB 👁 1 views

Synthesis and Crystal Structures of [W(3

Synthesis and Crystal Structures of [W(3,6-dichloro-1,2-benzenedithiolate)3]n– (n = 1, 2) and [Mo(3,6-dichloro-1,2-benzenedithiolate)3]2–: Dependence of the Coordination Geometry on the Oxidation Number and Counter-Cation in Trigonal-Prismatic and Octahedral Structures

✍ Hideki Sugimoto; Yuuki Furukawa; Makoto Tarumizu; Hiroyuki Miyake; Koji Tanaka; 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 English ⚖ 116 KB

4,5-Dichloro-1,2-dithiole-3-thione in th

4,5-Dichloro-1,2-dithiole-3-thione in the Synthesis of Benzimidazole, Benzoxazole and Benzothiazole Derivatives of 1,3-Dithioles.

✍ Vladimir A. Ogurtsov; Oleg A. Rakitin; Charles W. Rees; Alexey A. Smolentsev 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 119 KB 👁 2 views