Gold-Catalyzed Oxidative Rearrangement of Homopropargylic Ether via Oxonium Ylide

Synthetically useful α,β-unsaturated carbonyl compounds were obtained from gold-catalyzed oxidative rearrangement of homopropargylic ether under mild reaction conditions. Gold carbenoid and oxonium ylide are proposed as key intermediates

Synthesis of <i>N</i>‑Acylamidines via Rhodium-Catalyzed Reaction of Nitrosobenzene Derivatives with <i>N</i>‑Sulfonyl-1,2,3-triazoles

α-Imino rhodium carbene, readily generated from <i>N</i>-sulfonyl-1,2,3-triazole, underwent cycloaddition and subsequent rearrangement with a nitrosobenzene derivative to afford <i>N</i>-acylamidine. The unprecedented C–C bond cleavage of α-imino carbene was facilitated by the weakness of the N–O bond

Synthesis of β‑Amino-α,β-unsaturated Ketone Derivatives via Sequential Rhodium-Catalyzed Sulfur Ylide Formation/Rearrangement

In the presence of a Rh­(II) catalyst and β-(methylthio)-α,β-unsaturated ketones, 1-sulfonyl-1,2,3-triazoles can be converted into functionalized β-amino-α,β-unsaturated ketones via formation of α-imino rhodium carbene/sulfur ylide and subsequent rearrangement. The products decompose to useful 2-methylthiopyrrole derivatives conveniently in high yield

Synthesis of Multifunctionalized 2‑Carbonylpyrrole by Rhodium-Catalyzed Transannulation of 1‑Sulfonyl-1,2,3-triazole with β‑Diketone

A facile rhodium-catalyzed transannulation of 1-sulfonyl-1,2,3-triazoles with β-diketones was realized, and a series of multisubstituted 2-carbonylpyrroles were synthesized efficiently (up to 94% yield). The protocol features several advantages, such as readily available materials, mild reaction conditions, a concise operating procedure, a broad reaction scope, and excellent regioselectivity when benzoylacetone derivatives were used

Synthesis of Allenes via Gold-Catalyzed Intermolecular Reaction of Propargylic Alcohols and Aromatic Compounds

Functionalized allenes are efficiently synthesized in moderate to high yield from gold-catalyzed intermolecular reaction of propargylic alcohols and aromatic compounds. The user-friendly process could be conducted under mild reaction conditions with easily accessible starting materials

Synthesis of Allenes via Gold-Catalyzed Intermolecular Reaction of Propargylic Alcohols and Aromatic Compounds

Functionalized allenes are efficiently synthesized in moderate to high yield from gold-catalyzed intermolecular reaction of propargylic alcohols and aromatic compounds. The user-friendly process could be conducted under mild reaction conditions with easily accessible starting materials

Synthesis of 3‑Aza-bicyclo[3.1.0]hexan-2-one Derivatives via Gold-Catalyzed Oxidative Cyclopropanation of <i>N</i>‑Allylynamides

<i>N</i>-Allylynamides with various functional groups and different substitution patterns can be converted into 3-aza-bicyclo[3.1.0]hexan-2-one derivatives in moderate to high yield using IMesAuCl/AgBF₄ as the catalyst and pyridine <i>N</i>-oxide as the oxidant. A noncarbene mediated approach is proposed as the mechanism

Synthesis of 3‑Pyrrolin-2-ones by Rhodium-Catalyzed Transannulation of 1‑Sulfonyl-1,2,3-triazole with Ketene Silyl Acetal

α-Imino rhodium carbenoids generated from 1-sulfonyl 1,2,3-triazole were applied to the 3 + 2 cycloaddition with ketene silyl acetal, offering a novel and straightforward synthesis of biologically interesting compound 3-pyrrolin-2-one with broad substrate scope