2013
DOI: 10.1002/anie.201209603
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One‐Pot Procedure for the Introduction of Three Different Bonds onto Terminal Alkynes through N‐Sulfonyl‐1,2,3‐Triazole Intermediates

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Cited by 170 publications
(58 citation statements)
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“…To our satisfication, the catalytic imidazolylation using 4,5-disubstituted triazole 2r smoothly occurred to furnish 3r in 82% yield. [19] TheR h-catalyzed cyclization was amenable with respect to thiophen-3-yl-substituted triazole 2s to produce 3s in 65% yield. 4-Cyclohexenyltriazole 2t wascompatible with the optimal conditions,f urnishing the desired sulfoximine 3t in 62% yield.T reatment of N-mesyl-1,2,3-triazole possessinga4-n-hexyl group with sulfoximine (1a)p rovided the desired product 3u in acceptable yield.…”
Section: Resultsmentioning
confidence: 99%
“…To our satisfication, the catalytic imidazolylation using 4,5-disubstituted triazole 2r smoothly occurred to furnish 3r in 82% yield. [19] TheR h-catalyzed cyclization was amenable with respect to thiophen-3-yl-substituted triazole 2s to produce 3s in 65% yield. 4-Cyclohexenyltriazole 2t wascompatible with the optimal conditions,f urnishing the desired sulfoximine 3t in 62% yield.T reatment of N-mesyl-1,2,3-triazole possessinga4-n-hexyl group with sulfoximine (1a)p rovided the desired product 3u in acceptable yield.…”
Section: Resultsmentioning
confidence: 99%
“…Our group further demonstrated that these oxonium ylides could be trapped by electrophiles during the experiments before the proton transfer took place ( 78 , 79 ). Furthermore, both free energy profiles for active ylide intermediate B ( 52 ) and water O–H bond insertion intermediate C were optimized for the transformation of α-imino Rh(II) carbene A , as proposed by Miura et al . ( 51 ).…”
Section: Resultsmentioning
confidence: 99%
“…As evidenced by previous work, products derived from azavinyl carbenes 2 are often isolated in the stable enamide tautomeric form, as opposed to the sulfonyl imine derivative. 1113 We envisioned that the related insertion of carbene 2 into O–H and N–H bonds could operate via two distinct mechanistic pathways (eq 4): i . a direct 1,1-insertion followed by tautomerization, which could lead to an isomeric mixture of enamide products ( path a ); or ii .…”
Section: Introductionmentioning
confidence: 99%