133220-63-0Relevant articles and documents
Efficient palladium-catalyzed synthesis of the styrene intermediate of a novel herbicide, indanofan
Hosokawa, Akemi,Yoshida, Kenji
, p. 1321 - 1323 (2003)
2-[2-(3-Chlorophenyl)allyl]-2-ethylindan-1,3-dione is a key intermediate of indanofan, a novel herbicide. 2-[2-(3-Chlorophenyl)allyl]-2-ethylindan-1,3-dione was efficiently prepared by palladium-catalyzed coupling of 2-(3-chlorophenyl)prop-2-en-1-ol with 2-ethylindan-1,3-dione or palladium-catalyzed three-component coupling of allene, 3-bromochlorobenzene and 2-ethylindan-1,3-dione.
A practical synthesis of indanofan via one-pot bromination of 3- chloroethylbenzene
Tanaka, Ken,Hosokawa, Akemi,Yoshida, Kenji
, p. 249 - 253 (2007/10/03)
A practical synthesis of Indanofan (1), a potent herbicide discovered by Mitsubishi Chemical Co. Ltd., was achieved starting from commercially available 3-chloroethylbenzene (2). 3-Chloro-α-bromostyrene (3), which was converted to 1-chloro-2-(3-chlorophenyl)prop-2-ene (5) in 2 steps, was synthesized via one-pot bromination of 2. 2-Ethylindane-1,3-dione (6) was synthesized from ethyl butyrate and ethyl phthalate (11) using NaOEt. The coupling reaction of 5 with 6 followed by oxidation with AcOOH afforded 1 in a high overall yield.