Abstract
By treatment at pH 9.5, starting from sulfonylurea (1f) (Rimsulfuron®), the diheteroaryl amine (3) is exclusively obtained, whereas under the same conditions sulfonylureas (1a-e) showed only cleavage of the SO2-NH bond. A reaction mechanism proceeding through a five-membered transition state was strongly suggested by both semiempirical and ab initio molecular orbital calculations.
Original language | English |
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Pages (from-to) | 2517-2526 |
Number of pages | 10 |
Journal | Heterocycles |
Volume | 53 |
Issue number | 11 |
Publication status | Published - Nov 1 2000 |
ASJC Scopus subject areas
- Organic Chemistry