1537188-68-3Relevant academic research and scientific papers
A 2-indolone-3-carboxylic acid ester derivative synthesis method
-
Paragraph 0016; 0027-0029, (2017/02/24)
The invention discloses a synthesis method of 2-indolone-3-carboxylate derivatives (I), which comprises the following steps: reacting substituted aniline (II) used as a raw material and triethylamine as an acid-binding agent with ethyl malonyl chloride (III) to generate ethyl malonyl chloride (IV); reacting the ethyl malonyl chloride (IV) with acetyl chloride in an acetonitrile-tetrahydrofuran mixed solution under the action of sodium hydride to generate an enol form compound (V); carrying out intramolecular cyclization on the enol form compound (V) under the action of iodosobenzene diacetate to remove acetyl group, thereby obtaining 2-indolone-3-carboxylate; and reacting the 2-indolone-3-carboxylate with triisopropyl trifluoromethanesulfonates under the action of triethylamine to generate the 2-indolone-3-carboxylate derivatives (I). The synthesis method is simple to operate, and has the advantages of mild reaction conditions, accessible reaction raw materials and reaction reagents, no need of toxic metal reagents, environment friendliness and the like.
Metal-free synthesis of 2-oxindoles via PhI(OAc)2-mediated oxidative C-C bond formation
Lv, Jinglei,Zhang-Negrerie, Daisy,Deng, Jun,Du, Yunfei,Zhao, Kang
, p. 1111 - 1119 (2014/03/21)
The series of 3-monofunctionalized 2-oxindoles 2 were conveniently synthesized from reactions between anilide 1 and phenyliodine(III) diacetate (PIDA) through hypervalent iodine mediated C(sp2)-C(sp2) bond formation followed by a subsequent deacylation reaction. This metal-free method, shown to provide direct access to an important oxindole intermediate, could be applied to the total synthesis of naturally occurring horsfiline.
