posted on 2014-02-07, 00:00authored byJinglei Lv, Daisy Zhang-Negrerie, Jun Deng, Yunfei Du, Kang Zhao
The
series of 3-monofunctionalized 2-oxindoles <b>2</b> were conveniently
synthesized from reactions between anilide <b>1</b> and phenyliodine(III)
diacetate (PIDA) through hypervalent iodine mediated C(sp<sup>2</sup>)–C(sp<sup>2</sup>) 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.