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Aromatic heteroannulation via metalation-cyclization of N-acyl-2-chlorobenzenesulfonamides and N-acylbenzenesulfonamides

✍ Scribed by Hermann, Christine K. F.; Campbell, James A.; Greenwood, Thomas D.; Lewis, Judith A.; Wolfe, James F.


Book ID
126227646
Publisher
American Chemical Society
Year
1992
Tongue
English
Weight
961 KB
Volume
57
Category
Article
ISSN
0022-3263

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Aromatic heteroannulation via ortho lith
✍ Mukta S. Hendi; Kenneth J. Natalie Jr.; Shivakumar B. Hendi; James A. Campbell; πŸ“‚ Article πŸ“… 1989 πŸ› Elsevier Science 🌐 French βš– 281 KB

N-acyl-2-bromobenzamides participate in metal-halogen exchange with n-BuLi to form N-acyl-%lithiobenzamides, which undergo cyclization to afford 3alkylidenephthalimidines. The pioneering work of Parhaml first demonstrated that certain ortho-substituted aryllithuim reagents 2 can undergo cyclization