Tetrahedron letters

Synthesis of symmetrical 1, 3-butadiynes by homocoupling reactions of alkynylboronates mediated by a copper salt

Y Nishihara, M Okamoto, Y Inoue, M Miyazaki…

Index: Nishihara, Yasushi; Okamoto, Masanori; Inoue, Yoshiaki; Miyazaki, Mikihiro; Miyasaka, Mitsuru; Takagi, Kentaro Tetrahedron Letters, 2005 , vol. 46, # 50 p. 8661 - 8664

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Citation Number: 38

Abstract

Alkynylboronates are employed as a practical and versatile precursor for a variety of π- conjugated organic compounds. In the presence of a Cu (I) or Cu (II) salt, transformation of alkynylboronates into the corresponding 1, 3-diynes upon exposure to air takes place readily in aprotic polar solvents such as DMI.

Enaminone ligand-assisted homo-and cross-coupling of terminal alkynes under mild conditions

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Transition-metal-free homocoupling of 1-haloalkynes: a facile synthesis of symmetrical 1, 3-diynes

[Chen, Zhengwang; Jiang, Huanfeng; Wang, Azhong; Yang, Shaorong Journal of Organic Chemistry, 2010 , vol. 75, # 19 p. 6700 - 6703]

A mild CuI-catalyzed Glaser-type homo-coupling reaction using α, α-dibromo-β-dicarbonyl compounds as oxidants

[Fan, Xiaohui; Li, Na; Shen, Tong; Cui, Xiao-Meng; Lv, Hao; Zhu, Hong-Bo; Guan, Yong-Hong Tetrahedron, 2014 , vol. 70, # 2 p. 256 - 261]