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1.
An efficient new method for the synthesis of eight-membered heterocycles has been developed via a thiophenol mediated intramolecular 8-endo radical cyclization reaction. Alkenyl radicals are generated from easily available terminal alkynes and thiophenol. 相似文献
2.
A new, efficient, high yielding method for the synthesis of benzoxocine derivatives has been developed via a thiophenol-mediated intramolecular 8-endo radical cyclization. This method allowed the synthesis of the backbone of several sesquiterpenes. 相似文献
3.
Regioselective synthesis of dihydrofurocoumarins and dihydropyranocoumarins in excellent yields from 4-prop-2-ynyloxy coumarin via a thiol mediated radical reaction is described. Alkenyl radicals are generated from easily available terminal alkynes and thiophenol. Thiophenol catalyzed the Claisen rearrangement of the 4-prop-2-ynyloxycoumarin ethers. 相似文献
4.
7-endo/6-exo Selectivity of radical cyclization to α,β-unsaturated amides was readily controlled by the presence or absence of a temporary substituent, a phenylthio or chlorine group, at the α-position of the acceptor. 相似文献
5.
An efficient route for the synthesis of eight-membered nitrogen heterocycles has been developed via a thiophenol-mediated intramolecular 8-endo-trig radical cyclization. The radical precursors were prepared using BF3·Et2O-catalyzed aza-Claisen rearrangement followed by the reaction with propargyl bromide. The alkenyl radicals are generated from thiophenol initiated by the benzoyl peroxide instead of commonly used AIBN for easy and facile isolation of the pure products. 相似文献
6.
The tin hydride-mediated cyclizations of a number of sulfides and sulfones under mild, neutral conditions, have been investigated accompanied by some amount of β-scission product for sulfides. The sulfides were derived from 4-mercaptoquinolone and 2-bromobenzyl bromides by phase transfer catalyzed reaction and the corresponding sulfones were prepared by treatment of the sulfides with m-CPBA at room temperature. The sulfides and the corresponding sulfones were then reacted with nBu3SnH-AIBN to give regioselective quinolone-annulated sulfur heterocycles. 相似文献
7.
A new efficient route for the synthesis of substituted 2H-pyrrolopyrimidines (9-deazaxanthine analogs) via thiophenol mediated radical cyclization has been achieved. The stereochemistry of the newly synthesised compounds has been settled from NOE data. 相似文献
8.
Marc Pudlo 《Tetrahedron letters》2008,49(6):1066-1070
A series of substituted 3-(2-oxopyrrolidin-3-yl)indolin-2-one derivatives have been synthesized by tris(trimethylsilyl)silane (TTMSS) induced tandem radical cyclization as key step. 相似文献
9.
Yinwei Bao Zhuo Wang Chen Chen Bolin Zhu Yuebo Wang Jinghui Zhao Jinyu Gong Mengya Han Chang Liu 《Tetrahedron》2019,75(10):1450-1456
An efficient method has been developed to synthesize 6-fluoroalkyl-phenanthridines via the palladium-catalyzed tandem cyclization of fluorinated imidoyl chlorides with 2-bromophenylboronic acid. This methodology facilitates the rapid synthesis of 6-fluoroalkyl-phenanthridines through dual C–C bond formation in an oxidant-free one-pot manner. 相似文献
10.
Tandem radical cyclization-based strategy for the synthesis of oxa- and aza-cage compounds is described. The aryl iodides 1 and N-tosyl propargylated amine 8 lead to oxa- and aza-cages, respectively, after two tandem 5-exo-trig radical cyclizations. The alcohols 11 on reaction with nBu3SnH and AIBN give rise to the oxa-cages 14 bearing the tributyltin moiety after three tandem 5-exo-trig cyclizations. On the other hand, reaction of the propargyl ether 16 under similar conditions furnishes the oxa-cage 17 by a 5-exo-trig, 4-exo-trig, 5-exo-trig tandem radical cyclization sequence. 相似文献
11.
Firouz Matloubi Moghaddam Behzad Koushki Foroushani Maryam Sobhani Nazila masoud Mohammad Reza Khodabakhshi Ng Seik Weng 《Tetrahedron》2013
Indoline-2-thiones (5) were applied as 1,3-dinucleophiles in a tandem reaction with Baylis–Hillman adduct acetates (4) to give novel tetrahydrothiopyrano[2,3-b]indole skeletons (6). The effect of different solvents, bases, and catalysts on the yields and stereochemical outcome was studied in detail. The results indicated that acetonitrile as solvent and K2CO3 as base, under reflux conditions, were the optimum conditions. Products 6a–6l were obtained in high diastereoselectivity and yield (up to 94%). 相似文献
12.
Stereoselective total synthesis of obolactone by the Brønsted acid (PTSA) mediated tandem cyclization of the appropriately substituted diketone in one-pot in a highly selective and efficient manner is reported. 相似文献
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15.
Jianguang Lv Zhiqing He Jianmin Zhang Yuwei Guo Ziwei Han Xinhua Bao 《Tetrahedron》2018,74(29):3996-4004
A simple and efficient copper-catalyzed tandem radical cyclization reaction has been discovered for the synthesis of triaryl [1,2,4]triazolo[1,5-a]pyridines from easily accessible azines and benzylidenmalononitriles. The new transformation involves multiple CH/CC bonds cleavage and CC/CN bonds formation, with extrusion of gaseous hydrogen and methane. A wide variety of substrates with different functional groups could be converted into the corresponding products in good yields. The fused heterocycles have strong blue fluorescence with large Strokes shifts and high quantum yields. 相似文献
16.
An efficient one-step method to prepare aryl-substituted carbazoles via tandem double or triple CC bond formations by multiple Suzuki couplings and CN bond formation by Cadogan cyclization has been developed. The developed method employs commercially available or easily preparable polybromonitrobenzenes and arylboronic acids as starting materials, tolerates various functional groups, and provides good yields. 相似文献
17.
The synthesis of dibenzoazocine framework through palladium-mediated reductive Mizoroki-Heck cyclization has been described. The procedure is simple, straightforward, and regioselective. 相似文献
18.
A tandem approach for the regio- and stereoselective synthesis of oxazolo-fused pyrroloquinolines 3a–l via the reaction of o-alkynylaldehydes 1a–i with chiral amino alcohols 2a–c under mild reaction conditions is described. The possible participation of the pyridine ring in the regioselective formation of 5-exo-dig cyclized products was supported by the controlled experiments. The structures and stereochemistry of the products were confirmed by NOESY and X-ray crystallographic studies. 相似文献
19.
Rapid one-step synthesis of hitherto unreported indole-annulated pentacyclic heterocycles containing oxygen, nitrogen, and sulfur has been described by domino-Knoevenagel-hetero-Diels-Alder reaction. The reaction sequence provides a route to the synthesis of a novel type of polyheterocycles in excellent yields with high stereoselectivity. 相似文献