1992/07/01 by Enouri A. Omar, Chi Tu, Carl T. Wigal +1 · 3 citations
Chemistry · #Synthesis and pharmacology of benzodiazepine derivatives #Coordination Chemistry and Organometallics #Advanced Synthetic Organic Chemistry
paper · doi:10.1002/jhet.5570290445
openalex publication_date 1992/07/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/26
Abstract Treatment of N ‐methyl and N ‐phenylphthalimide with appropiate lithium acetylides in tetrahydrofuran obtained the acetylenic alcohols 2a through 2h . These compounds, when subjected to mildly acidic hydrolysis conditions in aqueous organic solvents, underwent Meyer‐Schuster rearrangement to yield the α,β‐unsaturated carbonyl compounds 4a through 4h which were determined to have the E configuration. The phenyl ethynyl analogs of series 4 underwent hydrohalide addition when treated with hydrogen halides in water solution.