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

Shaista Parveen; Changkun Li; Abbas Hassan; Bernhard Breit

doi:10.1021/acs.orglett.7b00718

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

Shaista Parveen
, Changkun Li
, Abbas Hassan
, Bernhard Breit

Research output: Contribution to journal › Article › peer-review

34 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	2326-2329
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	9
DOIs	https://doi.org/10.1021/acs.orglett.7b00718
Publication status	Published - May 5 2017
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.7b00718

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abstract = "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.",

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AU - Hassan, Abbas

AU - Breit, Bernhard

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AB - 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.

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

Abstract

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