Recent Advances in the Synthesis of Indolines via Dearomative Annulation of N‐acylindoles

Abstract

Scheme 2. Plausible mechanism of the formation of 2 a (Ref 21). Scheme 3. Pd-catalyzed dearomative arylcyanation of indoles (Ref 22).Scheme 4. Derivatization of products (Ref 22). Scheme 5. Pd-catalyzed oxidative Heck dearomative reaction (Ref 23). Scheme 6. Plausible mechanism of the generation of 11 b (Ref 23).

Visible-light-driven reductive dearomatization ofN-arylformyl indoles in EDA complexes with a thiophenolviaa HAT pathway

“…2–4 Therefore, the development of versatile and straightforward approaches for the construction of indolines has resulted in significant progress over the past few decades. 5 Most strategies are based on transition-metal-catalyzed reactions, which require complex handling and preparation of moisture- and air-sensitive organometallic reagents. 5 a – c ,6…”

Synthesis of structurally diverse silicon-incorporated indolinesviasilyl radical-triggered radical cascade reactions

“…Indoline is one of the most representative core motifs in numerous biologically active molecules, 6 and numerous methods have been reported for the construction of the indoline skeleton. 7 Arguably, the facile incorporation of diverse silicon-based moieties into this skeleton would enrich indoline libraries in synthetic and medicinal applications. The development of a general and efficient approach to access these targets from readily available starting materials is of great significance.…”

Diastereoselective synthesis of trans-2,3-dihydroindoles via formal [4 + 1] annulation reactions of a sulfonium ylide

“…The majorly reported strategy for the synthesis of DHIs is reduction of indoles via catalytic hydrogenation or dearomative annulation. 28,29 In the last decade, synthetic techniques for dihydroindoles have expanded to other organo-as well as metal-catalysed approaches. [30][31][32][33] Recently, our group has demonstrated a supported pyridinium ylide-mediated cascade synthesis of trans-2,3-dihydroindoles 34 and trans-2,3-dihydrobenzofurans.…”