42168-23-0Relevant academic research and scientific papers
The first aryne evolution from the reactions of selenonium salts with aryllithiums
Watanabe, Shin-Ichi,Yamamoto, Keiichirou,Itagaki, Yukiko,Iwamura, Tatsunori,Iwama, Tetsuo,Kataoka, Tadashi
, p. 855 - 863 (2000)
The first example of the benzyne generation was found in the reactions of alkynylselenonium salt 1a with 1.0 equiv. of phenyllithium in THF at room temperature for 3 h. The formation of the aryne intermediate was confirmed in the reactions of alkynylselenonium salt 1b and tri-p-tolylselenonium salt 6b with tolyllithium, which gave a mixture of alkynylbiphenyl derivatives 18 and 19 in 19% yield (18:19=11:8) and a mixture of bitolyls 28 and 29 in 63% yield (28:29=2:1), respectively. The reaction mechanisms of these reactions are discussed. (C) 2000 Elsevier Science Ltd.
