jats:pA new three-component coupling protocol for preparation of functionalized indolines, with a high degree of diastereoselectivity, has been developed. The protocol is based on the in situ homologation of vinyl boronic acids to allylboronic acids, using TMSCHN2 as carbon source, and subsequent coupling reaction with indoles to give 2-substituted indolines. The scope of the method was exemplified in several examples.</jats:p>