2018
DOI: 10.1002/adsc.201801070
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Recent Advances in Metal‐Catalyzed Bond‐Forming Reactions of Ketene S,S‐Acetals

Abstract: Scheme 6. CuBr 2 /BF 3 ·OEt 2 -co-catalyzed [3+ +2] cyclizations of 1 and 8/10. Scheme7.CuBr 2 -catalyzed reaction of 1 and 13. Scheme8.CuBr 2 -catalyzed reaction of 1 and 15. Scheme 19. AlCl 3 -catalyzed multicomponentr eactionsb ased on a-benzoyl ketened imethyl thioacetal. Scheme20. FeCl 3 -catalyzed cross-coupling of 1 and 44. Scheme 30. Cu(OH) 2 -catalyzed a-trifluoromethylation of 1. Scheme 31. Cu(OH) 2 -catalyzed a-alkoxylationof1. Scheme 32. CuI-catalyzed a-thiomethylation of 1. Scheme33. CuCl-catalyze… Show more

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Cited by 24 publications
(5 citation statements)
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References 112 publications
(79 reference statements)
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“…[ 34 ] After the addition of Mo atom in the NCMO@rGO catalyst, strong crystalline peaks appeared at 36.1⁰ (100) on the key crystal plane, respectively (JCPDS: 050–0739). [ 35 ] These results demonstrate the successful conversion of spinel to a trimetallic catalyst.…”
Section: Resultsmentioning
confidence: 79%
“…[ 34 ] After the addition of Mo atom in the NCMO@rGO catalyst, strong crystalline peaks appeared at 36.1⁰ (100) on the key crystal plane, respectively (JCPDS: 050–0739). [ 35 ] These results demonstrate the successful conversion of spinel to a trimetallic catalyst.…”
Section: Resultsmentioning
confidence: 79%
“…Ketene dithioacetals have widespread use in organic chemistry, serving as important building blocks for obtaining heterocyclic scaffolds using various methods (Huang et al., 2020; Xu et al., 2019). These compounds are traditionally prepared through reactions consisting of: (i) deprotonation of hydrogen‐active compounds, (ii) addition to carbon disulfide, and (iii) methylation of the resulting sulfide anions (Thomae et al., 2009).…”
Section: Introductionmentioning
confidence: 99%
“…[14] DFT calculations and experimental studies have revealed that Lewis acid B(C 6 F 5 ) 3 either facilitates carbene generation from donor-acceptor diazo compounds or promote carbenium ion generation for autocatalytic pyrazole formation. [16] During the continuous investigation of alkenyl CÀ H functionalization, [17,18] we envisioned that a combination of Lewis acid B(C 6 F 5 ) 3 as the catalyst and HFIP as the mediator might be applied in carbene insertion into CÀ H bonds of internal alkenes, that is, α-oxo ketene dithioacetals, under metal-free conditions, which will be a supplement to transition-metalcatalyzed carbene insertion into alkenyl CÀ H bonds. Herein, we disclose B(C 6 F 5 ) 3 -catalyzed, HFIP-mediated carbene insertion into α-alkenyl CÀ H bonds of αoxo ketene dithioacetals, a class of polarized internal alkenes (Scheme 1c).…”
Section: Introductionmentioning
confidence: 99%