Chemo- and regio-selective synthesis of hexacyclic indeno-fused coumarins via domino Diels-Alder dimerization/Baeyer-Villiger oxidation

Chanda Tanmoy; Chowdhury Sushobhan; Koley Suvajit; Singh Maya Shankar

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Chemo- and regio-selective synthesis of hexacyclic indeno-fused coumarins via domino Diels-Alder dimerization/Baeyer-Villiger oxidation

机译：通过多米诺骨牌Diels-Alder二聚化/ Baeyer-Villiger氧化法化学合成和选择性合成六环茚满香豆素

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2-Arylindenones have been employed into two parallel chemoselective synthetic transformations. In one path, molecular oxygen was incorporated into the reaction intermediate, leading to hexacyclic benzo indeno-fused coumarins via domino head-to-head Diels-Alder dimerization/Baeyer-Villiger oxidation. On the other hand, under catalyst-free and solvent-free thermal conditions, hexacyclic indeno-fused dihydronaphthalenes were achieved through head-to-head Diels-Alder dimerization of 2/3-arylindenones. Atmospheric oxygen serves as efficient oxidant during dehydrogenative aromatization and Baeyer-Villiger rearrangement. (C) 2016 Elsevier Ltd. All rights reserved.

机译：2-Arylindenones已被用于两个平行的化学选择性合成转化中。在一种途径中，将分子氧结合到反应中间体中，通过多米诺骨牌的头对头的狄尔斯-阿尔德二聚化/拜尔-维利格氧化来产生六环苯并茚并稠合的香豆素。另一方面，在无催化剂和无溶剂的热条件下，通过2/3炔烃的头对头狄尔斯-阿尔德二聚反应，得到了六环茚并稠合的二氢萘。在脱氢芳构化和Baeyer-Villiger重排过程中，大气氧是有效的氧化剂。（C）2016 Elsevier Ltd.保留所有权利。

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《Tetrahedron》 |2016年第39期|共6页
作者
Chanda Tanmoy; Chowdhury Sushobhan; Koley Suvajit; Singh Maya Shankar;
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Diels-Alder dimerization; Baeyer-Villiger oxidation; Domino transformation; Benzo indeno fused coumarins; Indeno fused dihydronaphthalenes;

机译：Diels-Alder二聚化;Baeyer-Villiger氧化;Domino转化;Benzo茚满的香豆素;Indeno稠合的二氢萘;

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1. Chemo- and regio-selective synthesis of hexacyclic indeno-fused coumarins via domino Diels-Alder dimerization/Baeyer-Villiger oxidation [J] . Chanda Tanmoy, Chowdhury Sushobhan, Koley Suvajit, Tetrahedron . 2016,第39期

机译：通过多米诺骨牌Diels-Alder二聚化/ Baeyer-Villiger氧化法化学合成和选择性合成六环茚满香豆素
2. High chemoselectivity in microwave accelerated intramolecular domino Knoevenagel hetero Diels-Alder reactions - an efficient synthesis of pyrano[3-2c]coumarin frameworks [J] . Shanmugasundaram M., Manikandan S., Raghunathan R. Tetrahedron . 2002,第5期

机译：微波加速的分子内多米诺骨牌Knoevenagel杂Diels-Alder反应中的高化学选择性-吡喃并[3-2c]香豆素骨架的有效合成
3. Rhodium-catalysed chemo- and regio-selective [3+2+2] cycloadditions of bis(methylenecyclopropanes) and alkynes: Synthesis of spirocyclic 5-7 condensed cycloheptenes [J] . Quantum electronics . 2020,第6期

机译：铑催化的化学和regio-elective [3 + 2 + 2]环加成的双（甲基癸酰丙烷）和alkynes：螺旋环5-7浓缩环庚酸的合成
4. The asymmetric synthesis of alkylaryl sulfoxides by oxidation ofsulfide with a novel Baeyer-Villiger monooxygenases fromFusarium sp.NBRC 109816 [C] . LEViet Lan Huong, NEMOTOHiroumi, MAEDAHaruka 日本化学会春季年会 . 2020

机译：用新型Baeyer-Villiger单氧基磺酸氧化物氧化硫醚的不对称合成硫酸氟脲呋喃汞Sp.nbrc 109816
5. Exploration of the inverse-electron-demand Diels-Alder (IEDDA) reaction. Rapid access to benzocoumarins via IEDDA-driven domino reactions of coumarin-fused electron-deficient dienes with electron-rich dienophiles. [D] . Pottie, Ian R. 2003

机译：逆电子需求Diels-Alder（IEDDA）反应的探索。通过IEDDA驱动的香豆素融合的电子缺陷二烯与富电子的亲二烯体的多米诺反应，可快速获得苯并香豆素。
6. Synthesis of Pyrrolo12-apyrimidine Enantiomers via Domino Ring-Closure followed by Retro Diels-Alder Protocol [O] . Beáta Fekete, Márta Palkó, Matti Haukka, 2017

机译：通过多米诺环封闭反应及随后的逆狄尔斯-阿尔德方法合成吡咯并12-a嘧啶对映体
7. Domino retro Diels-Alder/Diels-Alder reaction: An efficient protocol for the synthesis of highly functionalized bicyclo2.2.2octenones and bicyclo2.2.2octadienones [O] . ChittimallaSanthosh Kumar 2011

机译：多米诺复古Diels-Alder / Diels-Alder反应：合成高度官能化的双环2.2.2辛烯酮和双环2.2.2辛二烯酮的有效方法

Chemo- and regio-selective synthesis of hexacyclic indeno-fused coumarins via domino Diels-Alder dimerization/Baeyer-Villiger oxidation

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