|
Sarinfacetamides A and B, Nitrogenous Diterpenoids with Tricyclo[6.3.1.01,5]dodecane Scaffold from the South China Sea Soft Coral Sarcophyton infundibuliforme
10.1021/acs.orglett.8b00842 2018-04-11 Two novel nitrogenous diterpenoids, sarinfacetamides A (1) and B (2), featuring an uncommon tricyclo[6.3.1.01,5]dodecane scaffold, and a known related diterpene (3) were isolated from the South China Sea soft coral Sarcophyton infundibuliforme. Their structur... |
|
|
Studies toward the Synthesis of Iriomoteolide-2a: Construction of the C(6)–C(28) Fragment
10.1021/acs.orglett.8b00542 2018-04-10 The synthesis of an appropriately functionalized advanced C(6–28) fragment (3) of the marine macrolide iriomoteolide-2a (1) has been achieved in a highly efficient manner. The C(6)–C(18) fragment of 1 is prepared via a radical cyclization of a vinyl ether int... |
|
|
Aroyl Isocyanates as 1,4-Dipoles in a Formal [4 + 1]-Cycloaddition Approach toward Oxazolone Construction
10.1021/acs.orglett.8b00656 2018-04-10 A formal phosphine-mediated [4 + 1]-cycloaddition between a 1,2-dicarbonyl and an aroyl isocyanate to provide oxazolones bearing a disubstituted C5 center is described. By exploiting the carbene-like reactivity of oxyphosphonium enolates as C1 synthons and ar... |
|
|
Controlled Synthesis of C70 Equatorial Multiadducts with Mixed Addends from an Equatorial Diadduct: Evidence for an Electrophilic Carbanion
10.1021/acs.orglett.8b00672 2018-04-10 Controlled synthesis of the equatorial tetra-, hexa-, and octaorgano[70]fullerenes with mixed addends was achieved via the reaction of equatorial 7,23-Bn2C70 with MeO– and ArCH2Br. The products were structurally characterized by single crystal X-ray diffracti... |
|
|
Nitrate-promoted Selective C–H Fluorination of Benzamides and Benzeneacetamides
10.1021/acs.orglett.8b00793 2018-04-10 A versatile and site-selective nitrate-promoted C–H bond fluorination using various weak coordinating amides as intrinsic directing groups was developed. Diverse tertiary and secondary amides underwent selective aromatic C–H bond fluorination, which features ... |
|
|
Direct ortho-Selective C–H Functionalization of Carboxybenzyl-Protected Arylalkylamines via Ir(III)-Catalyzed C–H Activation
10.1021/acs.orglett.8b00797 2018-04-10 A convenient and practical approach to synthesize ortho-alkynylated arylalkylamines through ortho-selective C–H functionalization has been developed using Cbz-amide as the directing group and Ir(III) as the catalyst. Various substrates were well tolerated, af... |
|
|
Schincalactones A and B, Two 5/5/6/11/3 Fused Schinortriterpenoids with a 13-Membered Carbon Ring System from Schisandra incarnata
10.1021/acs.orglett.8b00889 2018-04-10 Two novel schinortriterpenoids (SNTs), schincalactones A (1) and B (2), featuring a unique 5/5/6/11/3 ring system, together with schincalide B (3), were isolated from Schisandra incarnata. Their structures were elucidated by detailed spectroscopic analysis, a... |
|
|
Direct Synthesis of 2-Methylbenzofurans from Calcium Carbide and Salicylaldehyde p-Tosylhydrazones
10.1021/acs.orglett.8b00676 2018-04-10 A new methodology for the construction of methyl-substituted benzofuran rings from the reactions of calcium carbide with salicylaldehyde p-tosylhydrazones/2-hydroxyacetophenone p-tosylhydrazones is described. Various 2-methylbenzofurans and 2,3-dimethylbenzof... |
|
|
Access to Densely Functionalized Chalcone Derivatives with a 2-Pyridone Subunit via Pd/Cu-Catalyzed Oxidative Furan–Yne Cyclization of N-(2-Furanylmethyl) Alkynamides under Air
10.1021/acs.orglett.8b00618 2018-04-09 A protocol for synthesis of chalcone derivatives with a 2-pyridone subunit from N-(2-furanylmethyl) alkynamides is reported. This synthesis involves Pd/Cu-catalyzed oxidative furan–yne cyclization at room temperature in air and may proceed via nucleopalladati... |
|
|
Pd-Catalyzed Direct C–H Alkenylation and Allylation of Azine N-Oxides
10.1021/acs.orglett.8b00689 2018-04-09 A Pd-catalyzed direct C2-alkenylation of azine N-oxides with allyl acetate is disclosed. The products are formed through an allylation/isomerization cascade process. The use of a tri-tert-butylphosphonium salt as the ligand precursor and KF is mandatory for o... |