Abstract
An efficient ruthenium‐catalyzed divergent alkylation and olefination of methyl 1,3,5‐triazines with alcohols have been developed. The selectivity can be rationally tuned by the judicious choice of ruthenium catalyst, wherein Ru(PPh3)3Cl2 delivers alkylated 1,3,5‐triazines and RuCl3 gives olefinated 1,3,5‐triazines in up to 98 % yield. Following this simple, facile, and high atom economical protocol, a broad range of products was prepared in moderate to good yields and tolerated heterocyclic or benzylic alcohols containing functionalities. The overall transformation operates through dehydrogenation of primary alcohols under the reaction conditions to provide the corresponding aldehydes, which further undergo condensation with methyl 1,3,5‐triazines.
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