@article {46951, title = {Pd-catalyzed annulation of beta-iodovinyl sulfones with 2-halophenols: a general route for the synthesis of 3-sulfonyl benzofuran derivatives}, journal = {Advanced Synthesis \& Catalysis}, volume = {362}, year = {2020}, month = {MAR}, pages = {1317-1322}, type = {Article}, abstract = {

The palladium-catalyzed annulation between beta-iodovinyl sulfones and 2-halophenols or 1-bromo-2-naphthol or 2-bromo-3-pyridinol is presented. The annulation process involving oxa-Michael addition-elimination and intramolecular Heck reaction leading to form 2,3-disubstituted benzofurans (aryl benzofuryl sulfones) in good to high yields. The regioselective tandem construction of C-O and C-C bonds has been achieved with a variety of substitution patterns. Moreover, the tandem process is reliable at gram-scale reactions and a plausible mechanism is also proposed.

}, keywords = {Benzofurans, beta-Iodovinyl sulfones, Heck reaction, Naphthofurans, oxa-Michael addition}, issn = {1615-4150}, doi = {10.1002/adsc.201901550, Early Access Date = FEB 2020}, author = {Reddy, Raju Jannapu and Kumar, Jangam Jagadesh and Kumari, Arram Haritha and Krishna, Gamidi Rama} } @article {46866, title = {Phenylboronic acid-catalyzed tandem construction of S-S and C-S bonds: a new method for the synthesis of benzyl disulfanylsulfone derivatives from S-benzyl thiosulfonates}, journal = {Organic \& Biomolecular Chemistry}, volume = {18}, year = {2020}, month = {MAY }, pages = {3243-3248}, type = {Article}, abstract = {

A unique phenylboronic acid-catalyzed dimerization-sulfonylation of S-benzyl thiosulfonates has been disclosed. A metal-free tandem construction of S-S and C-S bonds is an operationally simple method to access a wide range of benzyl disulfanylsulfone derivatives in high to excellent yields. Moreover, the robustness of this tandem transformation has been demonstrated by gram-scale reactions, and a plausible mechanism is also proposed.

}, issn = {1477-0520}, doi = {10.1039/d0ob00442a}, author = {Reddy, Raju Jannapu and Waheed, Md and Krishna, Gamidi Rama} } @article {48783, title = {Pd(II)-catalyzed tandem cycloannulative-alkenylation of o-alkynyl-phenols/anilines with (E)-β-Iodovinyl sulfones: a direct strategy to construct 3-(Vinyl sulfonyl)benzoheterole derivatives}, journal = {Journal of Organic Chemistry}, volume = {88}, year = {2023}, month = {JUN }, pages = {8889-8903}, type = {Article}, abstract = {

Benzoheterolesand vinyl sulfones are the most promisingpharmaceuticalrelevance motifs, yet the hybrid analogues of these scaffolds stillneed to be explored. We report herein a general and highly efficientPd(OAc)(2)-catalyzed intramolecular cyclization and vinylationof o-alkynylphenols/o-alkynylanilineswith (E)-beta-iodovinyl sulfones under mild reactionconditions. A direct C(sp(2))-C(sp(2)) cross-couplingis enabled for the diversity-oriented synthesis of vinyl sulfone-tetheredbenzofurans and indoles in good to high yields with excellent stereoselectivity.Notably, this tandem process was consistent at the gram scale, andin situ, generation of 2-(phenylethynyl)phenol has also been utilizedin a scalable synthesis. Late-stage synthetic transformations werealso further explored, including isomerization and desulfonylative-sulfenylation.Moreover, several control experiments were accomplished, and we proposeda plausible mechanism based on existing experimental results.

}, issn = {0022-3263}, doi = {10.1021/acs.joc.3c00671}, author = {Reddy, Raju Jannapu and Sharadha, Nunavath and Krishna, Gamidi Rama} }