ANIONIC [4+2] CYCLOADDITION REACTIONS OF INDOLE-2,3-DIENOLATE WITH DIENOPHILES - A FACILE REGIOSPECIFIC ROUTE TO SUBSTITUTED CARBAZOLES

Rao MVB.; Ila H.; Junjappa H.; Satyanarayana J.

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ANIONIC [4+2] CYCLOADDITION REACTIONS OF INDOLE-2,3-DIENOLATE WITH DIENOPHILES - A FACILE REGIOSPECIFIC ROUTE TO SUBSTITUTED CARBAZOLES

机译：吲哚-2,3-二羟吲哚与二甲腈的阴离子[4 + 2]环化反应-取代的咔唑的局部区域特异性路线

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Indole 2,3-dienolate derived by deprotonation of 1,2-dimethylindole-3-carboxaldehyde is shown to be useful 1,4-dipole synthon (anionic indolo-2,3-quinodimethane) which undergoes facile cycloaddition with wide range of dienophiles affording substituted carbazoles in highly regiospecific fashion. [References: 32]

机译：通过1,2-二甲基吲哚-3-羧醛的去质子化反应得到的吲哚2,3-二壬酸酯被证明是有用的1,4-偶极合成子（阴离子吲哚-2,3-喹二甲烷），它可以容易地进行环加成反应，并提供多种亲二烯体以高度区域特异性的方式取代咔唑。 [参考：32]

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《Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry 》 |1995年第19期| 共4页
作者
Rao MVB.; Ila H.; Junjappa H.; Satyanarayana J.;
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正文语种 eng
中图分类有机化学 ;
关键词
Diels-alder reactivity; Ortho-quinodimethane; Alkaloid synthesis; Indole alkaloids; Cyclo-addition; Generation; Analog; Indole-2; 3-quinodimethane; 2-cyano-3-indoleacetonitriles; Pyrano)3; 4-bgt; indol-3-ones;

机译：Diels-alder反应性;邻喹啉甲烷;生物碱合成;吲哚生物碱;加环;生成;模拟;吲哚-2;3-喹啉甲烷;2-氰基-3-吲哚乙腈;吡喃）3;4-b吲哚-3 -那些;

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1. ANIONIC [4+2] CYCLOADDITION REACTIONS OF INDOLE-2,3-DIENOLATE WITH DIENOPHILES - A FACILE REGIOSPECIFIC ROUTE TO SUBSTITUTED CARBAZOLES [J] . Rao MVB., Ila H., Junjappa H., Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 1995 ,第19期

机译：吲哚-2,3-二羟吲哚与二甲腈的阴离子[4 + 2]环化反应-取代的咔唑的局部区域特异性路线
2. [4+2] Cycloaddition reactions between 1,8-disubstituted cyclooctatetraenes and diazo dienophiles: Stereoelectronic effects, anticancer properties and application to the synthesis of 7,8-substituted bicyclo [4.2.0] octa-2,4-dienes [J] . Grange R.L., Gallen M.J., Schill H., Chemistry: A European journal . 2010 ,第29期

机译：[4 + 2] 1,8-二取代的环辛酸酯与重氮二亲二烯体之间的环加成反应：立体电子效应，抗癌性质及其在7,8-取代的双环[4.2.0] octa-2,4-dienes的合成中的应用
3. [4+2] Cycloaddition Reactions Between 1,8-Disubstituted Cyclooctatetraenes and Diazo Dienophiles: Stereoelectronic Effects, Anticancer Properties and Application to the Synthesis of 7,8-Substituted Bicyclo[4.2.0]octa-2,4-dienes [J] . Rebecca L. Grange Dr., Michael J. Gallen Dr., Heiko Schill Dr., Chemistry - A European Journal . 2010 ,第29期

机译：[4 + 2] 1,8-二取代的环辛酸酯与重氮二亲二烯物之间的环加成反应：立体电子效应，抗癌性质及其在7,8取代双环[4.2.0] octa-2,4-dienes的合成中的应用
4. ONE-POT REGIOSPECIFIC SYNTHESIS OF NEW SUBSTITUTED 1,4-BENZOXAZINES THROUGH AN INVERSE ELECTRON-DEMAND HETERO DIELS-ALDER REACTION OF SIMULTANEOUSLY ELECTROGENERATED DIENE AND DIENOPHILE. [C] . MARTINE LARGERON, MARC VUILHORGNE, ESTELLE BLATTES The Meeting of the Electrochemical Society . 2001

机译：通过同时发电二烯和腙反应的逆电子杂差二胶剂反应，单壶细胞再性合成新型取代的1,4-苯并恶嗪。
5. Facile synthesis of cis-2-alkyl-3-trialkylsilyloxycycloalkanones via the non-aldol aldol rearrangement of 2,3-epoxycycloalkanols and use of 4-cyanocoumarins as dienophiles in a facile synthesis of highly substituted dibenzopyranones and progress toward the total synthesis of N-methylwelwitindolinone C isothiocyanate. [D] . Allen, Damian Arthur. 2009

机译：通过2,3-环氧环烷醇的非醛醇缩醛重排轻松合成顺式-2-烷基-3-三烷基甲硅烷氧基环烷酮，并在高度取代的二苯并吡喃酮的简便合成中使用4-氰基香豆素作为亲二烯体，并逐步发展为N-甲基welwitindolinone C异硫氰酸酯。
6. Ligand-Controlled Access to 4+2 and 4+3-Cycloadditions in Gold-Catalyzed Reactions of Allene-Dienes [O] . Pablo Mauleón, Rachel M. Zeldin, Ana Z. González, -1

机译：配体 - 控制的访问到4 + 2和4 + 3在-Cycloadditions金催化反应丙二烯二烯
7. On the Reaction of (Vinylimino)phosphoranes. Part 17. Preparation ofN-Vinylcarbodiimides and Their 4+2 Cycloaddition with Several Dienophiles to Give Pyridine Ring System [O] . Makoto Nitta, Hironobu Soeda, Shinya Koyama, 1991

机译：（乙烯基酯氨基）磷酸磷的反应。第17部分。制备 - 乙烯基碳二亚胺酰亚胺及其4 + 2环加成，具有几种能量，得到吡啶环系统
8. Total Synthesis of Isopavine and Intermediates for the Preparation of Substituted Amitriptyline Analogues: Facile Routes to Substituted Dibenzocyclooctatrienes and Dibenzocycloheptatrienes [R] . Jung, M. E., Miller, S. J. 1980

机译：用于制备取代的阿米替林类似物的异哌嗪和中间体的全合成：取代的二苯并环辛三烯和二苯并环庚三烯的简易途径

ANIONIC [4+2] CYCLOADDITION REACTIONS OF INDOLE-2,3-DIENOLATE WITH DIENOPHILES - A FACILE REGIOSPECIFIC ROUTE TO SUBSTITUTED CARBAZOLES

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