Nikbakht Ali, Balalaie Saeed, Breit Bernhard
Peptide Chemistry Research Center , K. N. Toosi University of Technology , P.O. Box 15875-4416 , Tehran , Iran.
Medical Biology Research Center , Kermanshah University of Medical Sciences , Kermanshah , Iran.
Org Lett. 2019 Sep 20;21(18):7645-7648. doi: 10.1021/acs.orglett.9b02952. Epub 2019 Sep 9.
The silver(I)-catalyzed reaction of -alkynylbenzaldoximes with propargylic alcohols represents a new strategy for the divergent one-pot synthesis of 2-(isoquinolin-1-yl) prop-2-en-1-ones via tandem 6--cyclization, 1,3-dipolar cycloaddition, and intramolecular dehydrative opening of the 2,3-dihydroisoxazole ring. This synthetic protocol tolerates a wide variety of -alkynylbenzaldoximes and propargylic alcohols and affords the corresponding products in excellent yields.
银（I）催化的α-炔基苯甲醛肟与炔丙醇的反应代表了一种通过串联6-endo-环化、1,3-偶极环加成和2,3-二氢异恶唑环的分子内脱水开环，一锅法发散合成2-（异喹啉-1-基）丙-2-烯-1-酮的新策略。该合成方法适用于多种α-炔基苯甲醛肟和炔丙醇，并以优异的产率得到相应产物。
