Unprecedented formation of spiro[indoline-3,7 '-pyrrolo[1,2-a]azepine] from multicomponent reaction of L-proline, isatin and but-2-ynedioate

Yang Fan; Sun Jing; Gao Hong; Yan Chao-Guo

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Unprecedented formation of spiro[indoline-3,7 '-pyrrolo[1,2-a]azepine] from multicomponent reaction of L-proline, isatin and but-2-ynedioate

机译：L-脯氨酸，靛红和丁-2-炔的多组分反应可前所未有地形成螺[吲哚啉-3,7'-吡咯并[1,2-a]氮杂]

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The three-component reaction of alpha-amino acids such as L-proline or thiazolidine-4-carboxylic acid, isatins and dialkyl but-2-ynedioates proceeded with normal 1,3-dipolar cycloaddition reaction of azomethine ylide to give spiro[indoline-3,3'-pyrrolizines]. More importantly, the reaction of alpha-amino acid, and isatins with two molecular dialkyl but-2-ynedioates in methanol afforded unprecedented spiro[indoline-3,7'-pyrrolo[1,2-a]-azepines] as main products.

机译：α-氨基酸（如L-脯氨酸或噻唑烷-4-羧酸），靛红和丁二炔基二烷基酯的三组分反应与偶氮甲碱内酯的常规1,3-偶极环加成反应进行，得到螺[吲哚啉- 3,3'-吡咯烷酮]。更重要的是，α-氨基酸和靛红与甲醇中的两个丁二酸二烷基酯分子的反应提供了空前的螺[吲哚啉-3,7'-吡咯并[1,2-a]-氮杂]。

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《RSC Advances》 |2015年第41期|共9页
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Yang Fan; Sun Jing; Gao Hong; Yan Chao-Guo;
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1. Unprecedented formation of spiro[indoline-3,7 '-pyrrolo[1,2-a]azepine] from multicomponent reaction of L-proline, isatin and but-2-ynedioate [J] . Yang Fan, Sun Jing, Gao Hong, RSC Advances . 2015,第41期

机译：L-脯氨酸，靛红和丁-2-炔的多组分反应可前所未有地形成螺[吲哚啉-3,7'-吡咯并[1,2-a]氮杂]
2. Facile synthesis of spiro[indoline-3,3'-pyrrolo[1,2-a]quinolines] and spiro- [indoline-3,1'-pyrrolo[2,1-a]isoquinolines] via 1,3-dipolar cycloaddition reactions of heteroaromatic ammonium salts with 3-phenacylideneoxindoles [J] . Lei Wu, Jing Sun, Chao-Guo Yan Organic & biomolecular chemistry . 2012,第47期

机译：通过1,3-偶极环加成轻松合成螺[吲哚啉-3,3'-吡咯并[1,2-a]喹啉]和螺-[吲哚啉-3,1'-吡咯并[2,1-a]异喹啉]芳族铵盐与3-苯并亚甲基吲哚的反应
3. A green, facile approach for the multicomponent synthesis of bioactive spiro[indoline-3,7 '-pyrrolo[1,2-c]imidazole] derivatives [J] . Shen Tianhua, Zhou Yongbing, Che Fengfeng, Journal of chemical research: reviews and research papers from all branches of chemistry . 2015,第2期

机译：一种绿色简便的生物活性螺[吲哚啉-3,7'-吡咯并[1,2-c]咪唑]衍生物的多组分合成方法
4. Transition metal mediated carbon-heteroatom and carbon-carbon bond formation: Studies in multicomponent coupling reactions and ring-closing metathesis. [D] . Knapton, Daniel Jason. 2004

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5. Crystal structures of 6a6b711a-tetrahydro-6H9H-spirochromeno3′4′:34pyrrolo12-cthiazole-113′-indoline-2′6-dione and 5′-methyl-6a6b711a-tetrahydro-6H9H-spirochromeno3′4′:34pyrrolo12-cthiazole-113′-indoline-2′6-dione [O] . S. Pangajavalli, R. Ranjithkumar, N. Srinivasan, 2019

机译：6a6b711a-四氢-6H9H-螺chromeno 34：34吡咯并12-c噻唑-113-二氢吲哚 -2的晶体结构′6-二酮和5-甲基-6a6b711a-四氢-6H9H-螺chromeno 34：34吡咯并12-c噻唑-11 3-二氢吲哚 -26-dione
6. Synthesis of spiro-fused heterocyclic scaffolds through multicomponent reactions involving isatin [O] . Ghodsi Mohammadi Ziarani, Razieh Moradi, Negar Lashgari 2015

机译：通过涉及靛红的多组分反应合成螺 - 稠合杂环支架

Unprecedented formation of spiro[indoline-3,7 '-pyrrolo[1,2-a]azepine] from multicomponent reaction of L-proline, isatin and but-2-ynedioate

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