Zhao, Yu published the artcileThe Copper-Catalyzed Reaction of 2-(1-Hydroxyprop-2-yn-1-yl)phenols with Sulfonyl Azides Leading to C3-Unsubstituted N-Sulfonyl-2-iminocoumarins, Application In Synthesis of 21286-54-4, the publication is Journal of Organic Chemistry (2021), 86(13), 9155-9162, database is CAplus and MEDLINE.
An operationally simple synthesis of Z-configured and C3-unsubstituted N-sulfonyl-2-iminocoumarins I [R1 = H, 6-Br, 6-Cl, 6-Me; R2 = H, Me; R3 = Me, Ph, 4-ClC6H4, etc.] was achieved by reacting 2-(1-hydroxyprop-2-yn-1-yl)phenols with sulfonyl azides. The cascade process involved likely starts with a copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. This was followed by ring-opening of the resulting metalated triazole (with accompanying loss of nitrogen), reaction of the ensuing ketenimine with the pendant phenolic hydroxyl group and finally dehydration of the (Z)-N-(4-hydroxychroman-2-ylidene)sulfonamide so formed.
Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C3H5BN2O2, Application In Synthesis of 21286-54-4.
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