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Recent advances of versatile reagents as controllable building blocks in organic synthesis

Chinese Chemical Letters 2024年第2期35卷 24-43页

作者： Shaomin Chen luigi vaccaro Yanlong Gu Key Laboratory of Material Chemistry for Energy Conversion and Storage Ministry of EducationHubei Key Laboratory of Material Chemistry and Service FailureSchool of Chemistry and Chemical EngineeringHuazhong University of Science and TechnologyWuhan 430074China Laboratory of Green S.O.C. Dipartimento di ChimicaBiologia e BiotecnologieUniversità degli Studi di PerugiaVia Elce di Sotto 8Perugia 06123Italy School of Chemistry and Chemical Engineering The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang BingtuanShihezi UniversityShihezi 832004China

Diversity-oriented synthesis is a powerful and interesting synthetic tool for the rapid construction of structurally complex and privileged scaffolds from readily accessible starting *** date,diversity-oriented synthesis mostly relies on the employment of versatile *** reagents can be regulated as controllable and flexible building blocks for multipurpose *** the past decade,a variety of multifunctional reagents have been ***,most versatile reagents usually need multi-step synthesis,thus restricting their wide application to a large *** terms of the practicalities and universalities,we prefer to pay more attention to the utilization of simple and practical versatile reagents with multiple reactivities,mainly including atropaldehyde acetals,aryl methyl ketones,vinylene carbonate,vinyl azides,aryldiazonium salts,rongalite,halodifluoromethyl *** importantly,these versatile reagents can also play different roles simultaneously in the same reaction,in which their different reactivities are converged into the final target *** strategy can not only offer more possibilities for the synthesis of several active pharmaceutical ingredients,but also minimize the occurrence of some side reactions by lessening the varieties of ***,a perspective is given at the end of this review.

关键词： Versatile reagents Divergent synthesis Dual synthons Bond cleavage Tandem reactions

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Waste-minimized C(sp^(3))-H activation for the preparation of fused N-heterocycles

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Green Synthesis and Catalysis 2023年第3期4卷 240-245页

作者： Nihad Salameh Francesco Minio Gabriele Rossini Assunta Marrocchi luigi vaccaro Laboratory of Green S.O.C.-Dipartimento di Chimica Biologia e BiotecnologieUniversita Degli Studi di PerugiaVia Elce di Sotto 8Perugia 06123Italy

By exploiting the combined use of a heterogeneous recyclable palladium(II)-bis(N-heterocyclic carbene)catalyst and cyclopentyl methyl ether(CPME)as a convenient recoverable safer reaction medium,an effective wasteminimized approach has been developed for the intramolecular Pd-catalyzed C(sp3)-H activation of methyl pyrrole *** synthetic tools has allowed to access condensed N-heterocycles generally endowed with biological activities and representatively are the core motif of complex molecules such as Mitomycines and *** heterogeneous catalytic system could be recovered and reused up to representative five runs without any loss in *** target products(19 examples)have been obtained selectively and with excellent isolated yields up to 93%.The approach leads to the definition of a protocol with a very good E-factor(21)which is much lower(up to 98%)than those of comparable literature *** green metrics have been calculated and the data collected demonstrate that our newly developed protocol is very promising in terms of its environmental impact profile.

关键词： C-H functionalization C-H activation Sustainable chemistry Waste-minimization Heterogeneous catalysis Safe reaction medium

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Waste-minimized continuous flow copper-catalyzed azide-alkyne cycloaddition with low metal contamination

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Green Synthesis and Catalysis 2023年第2期4卷 154-159页

作者： Giulia Brufani Federica Valentini Gabriele Rossini Lucia Rosignoli Yanlong Gu Ping Liu luigi vaccaro Laboratory of Green S.O.C.–Dipartimento di Chimica Biologia e BiotecnologieUniversita degli Studi di PerugiaVia Elce di Sotto 8Perugia 06123Italy Key Laboratory of Material Chemistry for Energy Conversion and Storage Ministry of EducationHubei Key Laboratory of Material Chemistry and Service FailureSchool of Chemistry and Chemical EngineeringHuazhong University of Science and TechnologyWuhan 430074China School of Chemistry and Chemical Engineering Shihezi UniversityShihezi 832003China Peoples Friendship University of Russia(RUDN University) Moscow 117198Russian Federation

Metal contamination is a waste-generating and serious issue in the synthesis of chemicals,in particular in the case of products with biological *** appropriate selection of operating conditions plays a crucial role in the abatement of metal leaching in solution and associated *** we report a waste-minimized continuous flow process for the synthesis of 1,4-disubstitutedβ-keto 1,2,3-triazoles exploiting the use of a copper tube flow reactor(CTFR).The selection of the proper azeotropic mixture allowed an almost quantitative recovery of the reaction medium greatly influencing the E-factor of the protocol.A thorough understanding of the main parameters affecting the waste generation was given by calculation of the E-factor distribution for different work-up tested under batch and flow ***,the measurement of different green metrics(AE:Atom Economy,SF:Stoichiometric Factor,RME:Reaction Mass Efficiency,and MRP:Mass Recover Parameter)clearly demonstrated the benefits of the flow scale-up that allowed to perform a low environmental footprint CuAAC reaction.

关键词： Flow chemistry CuAAC Azeotrope Waste-minimization Copper tube flow reactor

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Cretaceous alkaline volcanism in south Marzanabad,northern central Alborz,Iran:Geochemistry and petrogenesis

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Geoscience Frontiers 2016年第6期7卷 937-951页

作者： Roghieh Doroozi Carmela vaccaro Fariborz Masoudi Riccardo Petrini Faculty of Earth Science Shahid Beheshti UniversityVelenjakTehranlran Department of Mineralogy University of FerraraCorso Ercole I d'Este 3244100 FerraraItaly Department of Mathematics and Geosciences University of TriesteVia Weiss8-34100 TriesteItaly

The alkali-basalt and basaltic trachy-andesites volcanic rocks of south Marzanabad were erupted during Cretaceous in central Alborz, which is regarded as the northern part of the Alpine-Himalayan orogenic belt. Based on petrography and geochemistry, en route fractional crystallization of ascending magma was an important process in the evolution of the volcanic rocks. Geochemical characteristics imply that the south Marzanabad alkaline basaltic magma was originated from the asthenospheric mantle source, whereas the high ratios of （La/Yb）N and （Dy/Yb）N are related to the low degree of partial melting from the garnet bearing mantle source. Enrichment pattern of Nb and depletion of Rb, K and Y, are similar to the OIB pattern and intraplate alkaline magmatic rocks. The K/Nb and Zr/Nb ratios of volcanic rocks range from 62 to 588 and from 4.27 to 9 respectively, that are some higher in more evolved samples which may reflect minor crustal contamination. The isotopic ratios of Sr and Nd respectively vary from 0.70370 to 0.704387 and from 0.51266 to 0.51281 that suggest the depleted mantle as a magma source. The development of south Marzanabad volcanic rocks could be related to the presence of extensional phase, upwelling and decompressional melting of asthenospheric mantle in the rift basin which made the alkaline magmatism in Cretaceous, in northern central Alborz of lran.

关键词： Volcanic rocks Cretaceous Marzanabad Central Alborz Iran

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