Organic Letters
Organic Letters
5 years ago

Chemo-, Regio-, and Enantioselective Rhodium-Catalyzed Allylation of Pyridazinones with Terminal Allenes

Chemo-, Regio-, and Enantioselective Rhodium-Catalyzed Allylation of Pyridazinones with Terminal Allenes
Shaista Parveen, Abbas Hassan, Changkun Li, Bernhard Breit
The rhodium-catalyzed addition of pyridazinones to terminal allenes furnished the corresponding branched N2-allylated products in good yields with high regio- and enantioselectivities. A broad functional group compatibility was observed, and assorted synthetic transformations of the N-allylpyridazinones led to the preparation of a small library of N2-functionalized pyridazinones. Labeling experiments with deuterated substrates provided insights into the underlying reaction mechanism.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00718

DOI: 10.1021/acs.orglett.7b00718

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