One-pot three-component regioselective synthesis of C1-functionalised 3-arylbenzo[f]quinoline

Radhakrishna Gattu; R. Sidick Basha; Prasanta Ray Bagdi; Abu T. Khan

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One-pot three-component regioselective synthesis of C1-functionalised 3-arylbenzo[f]quinoline

机译：C1官能化3-芳基苯的一锅三组分区域选择性合成[F]喹啉

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An efficient method for regioselective synthesis of C1-functionalised 3-arylbenzo[ f ]quinoline has been demonstrated via γ-selective aromatization using β-ketoester, 2-naphthylamine and aromatic aldehyde by employing 10 mol% camphorsulfonic acid as the catalyst in acetonitrile at 70 °C. In this approach, two C – C bond formations will result in functionalised benzo[ f ]quinoline in a one-pot three-component reaction. In addition, the present protocol has a diverse substrate scope with good yields. Furthermore, the protocol was directly utilised for the synthesis of alkyl 2-(3-(naphthalen-2-yl)benzo[ f ]quinolin-1-yl)acetate, allyl 2-(3-(heteroaromatic)benzo[ f ]quinolin-1-yl)acetate and functionalised 1,2,3-trisubstituted benzo[ f ]quinoline.

机译：通过使用β-酮酯，2-萘氨酸和芳香族醛通过使用10mol％的樟脑磺酸作为乙腈的催化剂，通过γ - 选择性芳族化合物来证明C1官能化3-芳基苯和喹啉的高分子选择性合成的有效方法。 °C。在这种方法中，两种C - C键形成将导致官能化苯并[F]喹啉在一锅三组分反应中。此外，本方案具有多样化的基材范围，产量良好。此外，该方案直接用于合成烷基2-（3-（萘-2-基）苯并[F]喹啉-1-基）乙酸盐，烯丙基2-（杂芳族）苯并[F]喹啉-1-Y1）乙酸酯和官能化1,2,3-三取代的苯并[F]喹啉。

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《RSC Advances》 |2016年第14期|共8页
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Radhakrishna Gattu; R. Sidick Basha; Prasanta Ray Bagdi; Abu T. Khan;
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1. One-pot three-component regioselective synthesis of C1-functionalised 3-arylbenzo[f]quinoline [J] . Gattu Radhakrishna, Basha R. Sidick, Bagdi Prasanta Ray, RSC Advances . 2016,第14期

机译：C1官能化3-芳基苯的一锅三组分区域选择性合成[F]喹啉
2. Regioselective one-pot three-component synthesis of quinoline based 1,2,4-triazolo[1,5-a]quinoline derivatives [J] . Ladani Gaurav G., Patel Manish P. RSC Advances . 2015,第94期

机译：区域选择性的一锅三组分合成喹啉基1,2,4-三唑并[1,5-a]喹啉衍生物
3. An efficient one-pot, three-component synthesis of indeno[1,2-b]quinoline-9,11(6H,10H)-dione, acridine-1,8(2H,5H)-dione and quinoline-3-carbonitrile derivatives from enaminones [J] . Tu SJ, Jiang B, Jia RH, Organic & biomolecular chemistry . 2006,第19期

机译：高效的一锅三组分合成茚并[1,2-b]喹啉-9,11（6H，10H）-二酮，a啶-1,8（2H，5H）-二酮和喹啉-3-甲腈烯胺酮的衍生物
4. The Synthesis of Quinolines and 1,4-Dihydropyridines by Lewis Acid-Catalyzed Three-Component Coupling Reaction [C] . Satoshi Kikuchi, Masahiro Iwai, Hiroyuki Murayama Symposium on Organometallic Chemistry . 2007

机译：Lewis酸催化三组分偶联反应的喹啉和1,4-二氢吡啶的合成
5. Part I. One-pot synthesis of secondary alcohols and one-pot asymmetric synthesis of secondary propargylic alcohols. Part II. Redox isomerization of secondary propargylic alcohols to enones. Part III. Synthesis study towards C9-C14 fragment of (+)-discodermolide. Part IV. Asymmetric synthesis of anti, anti-stereotriad building blocks for polypropionate natural products [D] . Xie, Qiuzhe 2007

机译：第一部分：仲醇的一锅法合成和仲炔丙醇的一锅法不对称合成。第二部分仲炔丙醇的氧化还原异构化为烯酮。第三部分（+）-discodermolide C9-C14片段的合成研究。第四部分聚丙烯酸酯天然产物的抗，抗立体三环构建基的不对称合成
6. Correction to Highly Regioselective Synthesisof Oxindolyl-Pyrroles and Quinolines via a One-Pot Sequential Meyer–SchusterRearrangement Anti-Michael Addition/C(sp3)–HFunctionalization and Azacyclization [O] . Srinivasarao Yaragorla, *, Ravikrishna Dada, 2018

机译：对高度区域选择性合成的修正一锅顺序Meyer–Schuster制备氧吲哚-吡咯和喹啉重排反迈克尔加法/ C（sp3）–H功能化和氮杂环化
7. The regioselective synthesis of 2-substituted [[(α-aryl-(α′-amino)]methyl]imidazoles through a catalyst-free, one-pot, three-component reaction: scope and limitations [O] . Chhanda Mukhopadhyay, Pradip Kumar Tapaswi, Ray J. Butcher 2010

机译：区域选择性合成2-取代[[（α-芳基 - （α'-氨基）]甲基]咪唑通过无催化剂，一锅，三组分反应：范围和局限

One-pot three-component regioselective synthesis of C1-functionalised 3-arylbenzo[f]quinoline

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