Methods to synthesize α‐substituted alkenyl sulfoxides are highly useful as they are widely used to construct diverse molecules of high synthetic importance. We have described a synthetic route for expedient access to the numerous α‐substituted alkenyl sulfoxides from alkynes and β‐sulfinyl esters. This protocol exhibits a vast substrate scope, readily accommodates a wide range of functional groups, and is scalable in a gram‐scale. Besides, we demonstrated a direct synthesis of alkenyl sulfoxides from thiols via the in situ generation of the requisite β‐sulfinyl ester. The ensuing α‐substituted alkenyl sulfoxide product was readily transformed into benzofuran and sulfonyl derivatives. Mechanistic investigations were done to comprehend the reaction mechanism.
1,1,2-Triarylethanes embedded with an azaarene unit were prepared in a single step at ambient temperature via the sodium hexamethyldisilazide mediated 1,6-conjugate addition of unactivated alkylazaarenes on para-quinone methides (p-QMs).
The [Ir]-catalysed carbenoid insertion and cyclization of N-arylpyrazolones has been carried out with αdiazotized Meldrum's acid to access tricyclic pyrazolone fused 1,4-dihydrocinnolin-3-one derivatives. Further, the selective reduction of these tricyclic derivatives has been studied under Birch reduction conditions.
We have developed a Brønsted base-mediated regioselective allenylation and propargylation of various para-quinone methides using unfunctionalized 2-alkynyl azaarenes as the pronucleophile. The appropriate choice of a base provides an opportunity...
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