Synthesis of silicon-containing azole derivatives with magnesium bromide diethyl etherate, and an investigation of their fungicidal activities.
Enhancement of magnesium bromide diethyl etherate in addition reaction of trimethylsilylmethylmagnesium chloride 5 to 2-(1H-1,2,4-triazol-1-yl)acetophenones 6 allowed us to prepare silicon-containing azole derivatives, which were tested for fungicidal activity and phytotoxicity. Among them, 2-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-trimethylsilylpropan-2-ol 1a was determined to be the most effective and potential candidate for novel fungicide.
Itoh
Hiroyuki
H
Agroscience Research Laboratories, Sankyo Co., Ltd., Yasu, 1041, Yasu, Yasu-cho, Yasu-gun, Shiga-ken, Japan. hiroit@yasu.sankyo.co.jp
Kajino
Hisaki
H
Tsukiyama
Takahiro
T
Tobitsuka
Junzo
J
Ohta
Hiroshi
H
Takahi
Yukiyoshi
Y
Tsuda
Mikio
M
Takeshiba
Hideo
H
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001393:Azoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D004986:Ether / Q000737:chemistry; D005516:Food Microbiology; D005658:Fungi / Q000187:drug effects; D005659:Fungicides, Industrial / Q000138:chemical synthesis / Q000494:pharmacology; D007202:Indicators and Reagents; D009942:Organometallic Compounds / Q000737:chemistry; D010935:Plant Diseases / Q000382:microbiology; D017655:Silicon Compounds; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D001393:Azoles; D005659:Fungicides, Industrial; D007202:Indicators and Reagents; D009942:Organometallic Compounds; D017655:Silicon Compounds; D004986:Ether