Recent advances in the application of the Sonogashira method in the synthesis of heterocyclic compounds

Heravi, Majid M.; Sadjadi, Sodeh

doi:10.1016/j.tet.2009.06.028

Cited by 178 publications

(42 citation statements)

References 72 publications

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“…The coupling of 12 and 13 was conducted under Sonogashira conditions. 104 It affords a better yield and also found being re-producible (Table 1). It was also found that PdC1 2 (PPh 3 ) 2 is more efficient catalyst than Pd(PPh 3 ) 4 and also iodophenol 12b was proved to react better than bromophenol 12a.…”

Section: -102mentioning

confidence: 97%

Total synthesis of natural products containing benzofuran rings

et al. 2017

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Research on natural products containing benzofuran has remarkably increased during the past few decades.Newly isolated natural products with complex structures are being studied, characterized and screened for possible biological activities. Several of such compounds have exhibited various biological activities, thus their total syntheses have attracted much attention from synthetic organic chemists. In this review, we aim to highlight the origins, structures, biological potencies, and synthetic approaches of those natural products bearing at least one benzofuran in their complex structures. Furthermore, we especially focus on the step in which this key heterocycle is installed during the total synthesis of a natural product as the desired target.

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Section: -102mentioning

confidence: 97%

Total synthesis of natural products containing benzofuran rings

et al. 2017

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“…[37] On the other hand, biimidazole ligand L7 was effective in facilitating the coupling reaction between diketones and aryl iodides/bromides. The first CÀC coupling reaction between activated methylene compounds and vinyl bromide was reported by Pei and Qian under the catalysis of CuI/l-proline/Cs 2 CO 3 ; they reported that a variety of activated methylene substrates, including diketones, bketoesters, and malonates all coupled with different (E)vinyl bromides at 90 8C to give a-vinyl carbonyl products (6). [38] Interestingly, ligand-free reactions of this type have recently been achieved by using nano-CuO as a heterogeneous catalyst.…”

Section: Introductionmentioning

confidence: 99%

Advances in Copper‐Catalyzed CC Coupling Reactions and Related Domino Reactions Based on Active Methylene Compounds

Liu

Wan

2012

Chemistry An Asian Journal

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Active methylene compounds are a major class of reaction partners for C-C bond formation with sp(2) C-X (X = halide) fragments. As one of the most-classical versions of the Ullmann-type coupling reaction, activated-methylene-based C-C coupling reactions have been efficiently employed in a large number of syntheses. Although this type of reaction has long relied on noble-metal catalysis, the renaissance of copper catalysis at the end of last century has led to dramatic developments in Ullmann C-C coupling reactions. Owing to its low cost, abundance, as well as excellent catalytic activity, the exceptional atom economy of copper catalysis is gaining widespread attention in various organic synthesis. This review summarizes the advances in copper-catalyzed intermolecular and intramolecular C-C coupling reactions that use activated methylene species as well as in tandem reactions that are initiated by this transformation.

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“…In a continuation of our interests in asymmetric synthesis [13][14][15][16] and the applications of named reactions in total syntheses, [17][18][19][20][21][22][23] and encouraged by the interest of asymmetric synthetic chemists on a review concerning applications of oxazolidinones as a chiral auxiliary in asymmetric aldol reactions applied in total syntheses 24 and due to the large number of published articles on the application of sultams in asymmetric syntheses, we submit a new report of the entitled that is up to date and shows the versatility of this chiral auxiliary in different asymmetric syntheses.…”

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confidence: 99%