A weak
carbonyl coordination facilitated tunable reactivity between
alkenylation and alkylation of indoles at the C4 C–H site is
presented using readily accessible allylic alcohols in the presence
of Rh catalysis by switching the additives or directing group. Exclusive
site selectivity, functional group tolerance, and late-stage modifications
are the important practical features.
Strained ring systemsa re regarded as privileged coupling partnersi nd irected CÀHb ond functionalization and have emergeda sapotential research area in organic synthesis. The inherent ring strain in these systems acts as a driving force, allowing the facile construction of diversified structural scaffolds via integrating CÀHa ctivation and ringscission. The mechanistic underpinnings allows the implementation of ap lethora of CÀHb onds across plentiful or-ganic substrates, including the less reactive alkyl ones. Consideringt he synthetic space, this area will foster developments of novel synthetic methods in chelation guided CÀH functionalization. This review will focus on recent developments in transition-metal catalyzed chelation assisted concomitant CÀHa ctivation and ring scissiono fs trained rings to attain molecular complexity. Figure 1. Strained rings/carbocycles vs. heterocyclic counterparts.[a] Dr.
Cobalt(ii)-catalyzed pyrimidyl directing group-assisted C7 arylation of indolines with arylboronic acids has been developed using Mn(OAc)·4HO as an oxidant. The use of cobalt(ii)-PCy as a catalyst and broad substrate scope are the important practical features.
Heterocyclic alkenes and their derivatives are an important class of reactive feedstock and valuable synthons. This review highlights the transition-metal-catalyzed coupling of heterocyclic alkenes via a C–H functionalization strategy.
A site-selective
dual C-7 and C-6 C–H functionalization
of indolines with azabenzonorbornadienes has been accomplished using
Rh-catalysis. The reaction affords a potential route toward pyrrolocarbazoles
with broad scope and functional group tolerance.
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