Gold-catalyzed regiospecific intermolecular hydrothiolation of allenes

被引:31
|
作者
Menggenbateer [1 ]
Narsireddy, Meda [1 ]
Ferrara, Giovanni [1 ]
Nishina, Naoko [1 ]
Jin, Tienan [1 ,2 ]
Yamamoto, Yoshinori [1 ,2 ]
机构
[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, WPI AIMR, Sendai, Miyagi 9808577, Japan
关键词
INTRAMOLECULAR ASYMMETRIC HYDROAMINATION; ALKYNES; HYDROALKOXYLATION; ALLYLATION; PRONUCLEOPHILES; BENZENETHIOL; COMPLEXES; EFFICIENT; ROUTE; BONDS;
D O I
10.1016/j.tetlet.2010.06.125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
AuBr3-catalyzed regiospecific intermolecular hydrothiolation of aromatic allenes and aromatic thiols afforded the corresponding dithioacetals in good yields at 0 degrees C in 5 min. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4627 / 4629
页数:3
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