- Gold-Catalyzed Cadiot–Chodkiewicz-type Cross-Coupling of Terminal Alkynes with Alkynyl Hypervalent Iodine Reagents: Highly Selective Synthesis of Unsymmetrical 1,3-Diynes
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A new and efficient method for the synthesis of unsymmetrical 1,3-butadiynes by gold-catalyzed C(sp)–C(sp) cross-coupling of terminal alkynes with alkynyl hypervalent iodine(III) reagents has been developed. The reaction features high selectivity and efficiency, mild reaction conditions, wide substrate scope, and functional-group compatibility, and is a highly attractive complement to existing methods. Mechanistic studies reveal that formation of a phenanthrolinyl-ligated gold(I) complex is crucial for the efficiency and selectivity of the target transformation.
- Li, Xiangdong,Xie, Xin,Sun, Ning,Liu, Yuanhong
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supporting information
p. 6994 - 6998
(2017/06/08)
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- Palladium-catalyzed cross-coupling reaction of alkynylzincs with benzylic electrophiles
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The reaction of alkynylzinc bromides with benzyl bromides or chlorides in the presence of a catalytic amount of Pd(DPEphos)Cl2 in THF at 23°C cleanly produces the corresponding benzylated alkynes in 73-97% yields. With 10-3 mol % of Pd(DPEphos)Cl2, the maximum turnover number of 7.1 × 104 has been observed for the formation of PhCCCH2Ph.
- Qian, Mingxing,Negishi, Ei-Ichi
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p. 2927 - 2930
(2007/10/03)
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