Synthetic Communications p. 4049 - 4064 (1996)
Update date:2022-08-05
Topics:
Katritzky, Alan R.
Zhang, Zhongxing
Lang, Hengyuan
Deprotonated 1-(benzotriazol-1-yl)propargyl ethyl ethers react with propargyl, allyl and alkyl bromides to give the expected substituted derivatives 2, 4 and 9, respectively. Subsequent eliminations of the benzotriazolyl group upon treatment with NaH or ZnBr2, and elaboration of the acetylene group, generate ethoxy substituted enediynes 3, 6, 8, dienynes 7 and enynes 12. Grignard reagents or LiAlH4 convert 9 into 2a-ethoxy substituted alkynes 10 and 11.
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