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Chemo- and Regioselective Alkylation of Pyridine N -Oxides with Titanacyclopropanes.
- Source :
-
Organic letters [Org Lett] 2023 Dec 08; Vol. 25 (48), pp. 8640-8644. Date of Electronic Publication: 2023 Nov 28. - Publication Year :
- 2023
-
Abstract
- While titanacyclopropanes are used to react mainly with ester, amide, and cyano to undergo cyclopropanation, herein they react preferentially with pyridine N -oxide to accomplish C2-H alkylation beyond these functionalities with double regioselectivity. After being pyridylated at the less hindered C-Ti bond, the remaining C-Ti bond of titanacyclopropanes can be further functionalized by various electrophiles, allowing facile introduction of complex alkyls onto the C2 of pyridines. Its synthetic potential has been demonstrated by late-stage diversification of drugs.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 25
- Issue :
- 48
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 38016093
- Full Text :
- https://doi.org/10.1021/acs.orglett.3c03469