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Synthesis of Arenediynes via the Vinylidenecarbene—Acetylene Rearrangement.

✍ Scribed by Bichismita Sahu; Irishi N. N. Namboothiri; Rachel Persky

Publisher
John Wiley and Sons
Year
2005
Weight
25 KB
Volume
36
Category
Article
ISSN
0931-7597

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✍ David W. Jones; Robert J. Marmon 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 114 KB

Acetylene (3) is formed by the novel reaction of a foiled carbene (6). We have described the efficient (ca. 80% yield) conversion of (1; X = Br or H) into ( ) and ( ) (ratio 4.2:1) upon treatment with "BuLi.' Two mechanisms can be envisaged for the formation of the