Allenes are the simplest class of cumulenes, possessing unique physical and chemical properties. These structural units are widely used as valuable synthetic intermediates in organic synthesis, as well as the...
Herein, a highly regioselective alkylation of propargylic carbonates for trisubstituted allenes with alkyl 1,4-dihydropyridines derivatives is developed via photoredox/ nickel dual-catalyzed process, which represents the first direct approach to access...
An environment-friendly approach that affords tetrasubstituted allenyl organothiophosphates containing highly congested carbon centers from easily prepared propargylic alcohols and phosphorothioic acids [(RO)2P(O)SH] with water as the only by-product is developed....
A general and metal-free protocol for the construction
of benzo[b]fluorenyl thiophosphates was developed
through the cascade
cyclization of easily prepared diynols and (RO)2P(O)SH,
with water as the only byproduct. The novel transformation involved
the allenyl thiophosphate as the key intermediate, followed by Schmittel-type
cyclization to achieve the desired products. Notably, (RO)2P(O)SH acted not only as a nucleophile but also as an acid-promoter
to initiate the reaction.
A practical and environmentally friendly approach is presented for the efficient construction of propargyl organothiophosphates and allenyl organothiophosphates from easily prepared secondary propargylic alcohols and O, O-diethyl phosphorothioic acid [(EtO) 2 P(O)SH]. The reaction proceeds smoothly in moderate to excellent yields without additional acid promoters or additives under mild conditions with water as the only by-product. The divergent products are selectively obtained depending on substrates bearing different substituents on the aromatic ring. Notably, the developed reaction system can be scaled up to gram quantities.
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