Abstract

Indole derivatives are associated with a variety of both biological activities and applications in the field of material chemistry. A number of different strategies for synthesizing substituted indoles by means of the reactions of indolylboronic acids with electrophilic compounds are considered the methods of choice for modifying indoles because indolylboronic acids are easily available, stable, non-toxic and new reactions using indolylboronic acids have been described in the literature. Thus, the aim of this review is to summarize the methods available for the preparation of indolylboronic acids as well as their chemical transformations. The review covers the period 2010–2019.

Highlights

  • Bromine-lithium exchange reaction ffoorr tthhee ssyynntthheessiiss ooff 33--iinnddoollyyllbboorroonniicc aacciidd SS33--22

  • Indole derivatives are associated with a variety of both biological activities and Aapbpstlricaactti:oInnsdionlethdeerfiivealdtivoefsmaraetearsisaol ccihaetemdiswtriyth

  • Transition metal-catalyzed cross-coupling reactions represent an indispensable tool for organic synthTTerrsaainnssswiittiihooennnmmceoetntaaslli--dccaeatrtaainllyygzzetehddeccfrroorssmss--accotoiuuopnplliionnfggCrr−eeaCaccttaiinoondnssCrre−epphrreeetsesereonnatttaaonnmiinnbddoiinssppdeesn.nsAsaambblloeenttgooootllhffeoorravooarrgiglaannbilicec sscyyronnsttshh-eecssoiiuss pwwlihhneegnnrcceooannctssiiioddneesrr,iinnthggetthhSeeufzfoourrkmmi-aaMttiiiooynnauoorffaCCr−−eCaCcatainondndC[C2−−6hh,2ee7tt]eerrioosaattthooemmmbbeootnnhddosds

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Summary

Introduction

Bromine-lithium exchange reaction ffoorr tthhee ssyynntthheessiiss ooff 33--iinnddoollyyllbboorroonniicc aacciidd SS33--22.. AA ssiimmiillaarr aapppprrooaacchh wwaass rreeppoorrtteedd bbyy GGaarrgg iinn rreellaattiioonn ttoo tthhee 44--iinnddoollyyllbboorroonniicc aacciidd ppiinnaaccooll eesstteerr SS55--22 ((SScchheemmee 55)) [[4488]].. TThhee ccaarrbbaammaattee ggrroouupp wwaass uusseedd aass aa ttrraacceelleessss ddiirreeccttiinngg ggrroouupp,, wwhhiicchh aalllloowwss ffoorr rreeggiioosseelleeccttiivveelliitthhiaiatitoionnininppoosistiitoinon4 4ofotfhtehienidnodleolsecasffcaoflfdo.ldO.nOcenctheethBepBinpfirnagfrmagemntewnat swinastriondturocdedu,ctehde, MMoolleeccuulleess 22001199,, 2244,, 3x5F2O3 R PEER REVIEW PPrroposed mechanism for the rhodium-catalyzed borylation of nitriles.

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Conclusion

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