Synthesis and base-mediated rearrangement of 3-acetyl-2-methyl-3,4-dihydro-2H-1,2,3-benzothiadiazine 1,1-dioxides

Add time:09/06/2019    Source:sciencedirect.com

In continuation of our studies on the acetylation and alkylation reactions of 3,4-dihydro-2H-1,2,3-benzothiadiazine 1,1-dioxides, a 3-acetyl-2-methyl derivative was synthesized. Attempted reduction of the 3-acetyl moiety to an ethyl group with LiAlH4 led surprisingly to the corresponding 2,3-dihydro-1,2-benzisothiazol 1,1-dioxide, a ring-contracted product. The possible mechanisms of this new, base-mediated rearrangement reaction are discussed. The reaction conditions were optimized by using various bases, and the rearrangement reaction was extended to compounds exhibiting various substituents at the 4-position of the benzothiadiazine ring system.

We also recommend Trading Suppliers and Manufacturers of Dihydro-2-methyl-3(2H)-thiophenone (cas 13679-85-1). Pls Click Website Link as below: cas 13679-85-1 suppliers

Prev:Homochiral (R)- and (S)-1-heteroaryl- and 1-aryl-2-propanols via microbial redox
Next:Spectroscopic and TD-DFT investigations of 4-{[(2-amino-6-methylchromon-3-yl) methylidene]amino}-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one, and its application for photovoltaic devices)