Rhodium-catalyzed cycloaddition of carbonyl ylides for the synthesis of spiro[furo[2,3-a] xanthene-2,3 '-indolin]-2 '-one scaffolds

Reddy B. V. Subba; Reddy E. Pravardhan; Sridhar B.; Rao Y. Jayaprakash

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Rhodium-catalyzed cycloaddition of carbonyl ylides for the synthesis of spiro[furo[2,3-a] xanthene-2,3 '-indolin]-2 '-one scaffolds

机译：羰基yliners的rhodium催化的环加成用于合成螺旋[呋喃[2,3-a] xanthene-2,3'-indolin] -2'-1ne支架

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An intramolecular cycloaddition of oxonium ylides generated from 3-diazooxindole and a bifunctional substrate i.e. 2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromene-3-carbaldehyde has been achieved using 5 mol% of Rh-2(OAc)(4) to produce highly substituted 3,3,5a-trimethyl-3a,5,5a,11b-tetrahydro-3H,4H-spiro[ furo[2,3-a]xanthene-2,3'-indolin]-2'-ones in good yields with high diastereoselectivity. This is the first example of the synthesis of biologically relavant polycyclic frameworks from readily accessible precursors.

机译：使用5摩尔％实现了由3-二氮杂辛吲哚和双官能底物和双官能底物产生的氧化镁的分子内环加成，即2-甲基-2-（4-甲基戊3-ZEN-1-基甲醛）-2H-铬-3-碳甲醛 Rh-2（OAC）（4）产生高度取代的3,3,5A-三甲基-3a，5,5a，11b-四氢-3h，4h-sporo [furo [2,3-a] xanthene-2， 3'-Indolin] -2'-良好的产量高，具有高的非对映选择。这是从易于可接近的前体合成生物学逐渐的多环框架的第一个例子。

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《RSC Advances》 |2016年第56期|共3页
作者
Reddy B. V. Subba; Reddy E. Pravardhan; Sridhar B.; Rao Y. Jayaprakash;
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Indian Inst Chem Technol CSIR Ctr Semiochem Hyderabad 500007 Andhra Pradesh India;

Osmania Univ Dept Chem Hyderabad 500007 Andhra Pradesh India;

Indian Inst Chem Technol CSIR Lab Xray Crystallog Hyderabad 500007 Andhra Pradesh India;

Osmania Univ Dept Chem Hyderabad 500007 Andhra Pradesh India;

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正文语种 eng
中图分类化学;
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1. Rhodium-catalyzed cycloaddition of carbonyl ylides for the synthesis of spiro[furo[2,3-a]xanthene-2,3 '-indolin]-2 '-one scaffolds (vol 6, pg 50497, 2016) [J] . Reddy B. V. Subba, Reddy E. Pravardhan, Sridhar B., RSC Advances . 2018,第6期

机译：铑催化羰基yliders的环加成用于螺旋的合成[呋喃[2,3-a] xanthene-2,3'-indolin] -2'-one支架（Vol 6，Pg 50497,2016）
2. Rhodium-catalyzed cycloaddition of carbonyl ylides for the synthesis of spiro[furo[2,3-a] xanthene-2,3 '-indolin]-2 '-one scaffolds [J] . Reddy B. V. Subba, Reddy E. Pravardhan, Sridhar B., RSC Advances . 2016,第56期

机译：羰基yliners的rhodium催化的环加成用于合成螺旋[呋喃[2,3-a] xanthene-2,3'-indolin] -2'-1ne支架
3. Rhodium-catalyzed cycloaddition of carbonyl ylides for the synthesis of spiro[furo[2,3-a]xanthene-2,3′-indolin]-2′-one scaffolds [J] . B. V. Subba Reddy, E. Pravardhan Reddy, B. Sridhar, RSC Advances . 2016,第56期

机译：羰基yliners的环加成用于螺旋的合成[呋喃[2,3-a] x吨烯-2,3'-indolin] -2'-一个支架
4. 3+2-Cycloaddition Reaction of Tungsten-Containing Carbonyl Ylides with Alkenes: Substrate Generality and Reaction Mechanisms [C] . Hideaki Funami, Jun Takaya, Hiroyuki Kusama, Symposium on Organometallic Chemistry . 2004

机译：3 + 2 - 含钨羰基杯与烯烃的环加入反应：基材一般性和反应机制
5. Synthesis of Frondosin B Analogs via Rhodium Catalyzed Carbonyl Ylide Cycloaddition. [D] . Bougher, John H. 2015

机译：通过铑催化的羰基乙内酯环加成反应合成Frondosin B类似物。
6. Chemo- and regioselective 3 + 2-cycloadditions of thiocarbonyl ylides: crystal structures of trans-8-benzoyl-1133-tetramethyl-7-trifluoromethyl-5-thiaspiro3.4octan-2-one and trans-3-benzoyl-22-diphenyl-4-(trifluoromethyl)tetrahydrothiophene [O] . Anthony Linden, Grzegorz Mlostoń, Paulina Grzelak, 2018

机译：硫代羰基化物的化学和区域选择性3 + 2-环加成反应：反式-8-苯甲酰基-1133-四甲基-7-三氟甲基-5-噻吩螺3.4 octan-2-one和反式-3-苯甲酰基-22-二苯基-4-（三氟甲基）四氢噻吩
7. Photogeneration and thermogeneration of carbonyl ylides: 1,3-dipolar cycloadditions of 2,3-diaryloxiranes to dipolarophiles [O] . G.W. Griffin, J.P.K. Wong, A.A. Fahmi, 1981

机译：羰基ylate的光源和热生成：1,3-二极管环加成2,3-二芳基杀剂至二恶石

Rhodium-catalyzed cycloaddition of carbonyl ylides for the synthesis of spiro[furo[2,3-a] xanthene-2,3 '-indolin]-2 '-one scaffolds

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