A direct cyanation of terminal alkynes for the synthesis of propionitrile derivatives, with the aid of silver salt using water additive, has been achieved. The cyano source used is N-isocyanoiminotriphenylphosphorane, which is nontoxic, safe, and easy to handle. This protocol is characterized by its operational simplicity, high efficiency with excellent yields, broad substrate scope, and greater functional group tolerance.
Polysubstituted furans are versatile building blocks in organic synthesis and are widely spread in a variety of natural products, pharmaceuticals, and functional materials. Herein, we report a convenient, facile, and economic approach for the synthesis of polysubstituted furans through a tandem O–H insertion/[3,3]‐sigmatropic rearrangement of rhodium carbenoids with easily available furfuryl alcohols. This protocol is characterized by its operational simplicity, high efficiency with excellent yields, broad substrate scope, and great functional‐group tolerance.
The cyclization reaction between N‐sulfonyl‐1,2,3‐triazoles and 1,3‐diketones was explored. This reaction provides a new and powerful method for the synthesis of highly functionalized pyrroles and fused pyrrole derivatives. Mechanistically, the reaction was found to proceed through tandem O–H or C–H insertion/condensation of in situ generated α‐imino rhodium carbenoids with 1,3‐diketones. The initial O–H or C–H insertion was determined to be dependent on the type of 1,3‐diketone.
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