Synthesis of 4,5-fused tricyclic quinolines via an acid-promoted intramolecular Friedel–Crafts allenylation of aniline derivatives

Suzuki, Yuta; Nemoto, Tetsuhiro; Nakano, Shun‐ichi; Zhao, Zengduo; Yoshimatsu, Yuta; Hamada, Y.

doi:10.1016/j.tetlet.2014.10.010

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Scheme 46 Ultrasound-assisted Aza-michael Addition1

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Cited by 8 publications

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“…109 The imine formation is usually conducted at high temperature as shown in Table 1. [108][109][110][111][112] When the imines are formed, the reduction is usually conducted using sodium borohydride as the reducing agent and methanol as the solvent.…”

Section: Scheme 46 Ultrasound-assisted Aza-michael Additionmentioning

confidence: 99%

Recent Functionalizations of Primary Sulfonamides

Chen

2016

Synthesis

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Sulfonamides are common building blocks in organic synthesis. They have a wide range of medical applications. This review aims to delineate recent efforts towards the functionalization of primary sulfonamides during last three years and to provide an overview of the synthesis of N-alkylated, N-acylated, and N-arylated sulfonamides from primary sulfonamides. Among other reactions, the sulfonamide-directed C-H functionalization is highlighted.

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Section: Scheme 46 Ultrasound-assisted Aza-michael Additionmentioning

confidence: 99%

Recent Functionalizations of Primary Sulfonamides

Chen

2016

Synthesis

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Anilines as C‐Nucleophiles in Ir‐Catalyzed Intramolecular Asymmetric Allylic Substitution Reactions

Zhao

et al. 2017

Chemistry An Asian Journal

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Anilines generally act as N-nucleophiles in transition-metal-catalyzed allylic substitution reactions. In this paper, a highly enantioselective intramolecular Friedel-Crafts-type allylic alkylation of aniline derivatives was realized by using an iridium catalyst derived from [Ir(cod)Cl] and (R )-BHPphos. Various tetrahydroisoquinilin-5-amines were obtained in moderate to good yields, excellent enantioselectivity and regioselectivity under mild reaction conditions. BHPphos=N-benzhydryl-N-phenyldinaphthophosphoramidite.

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