Naphtho[2,3b]thiophene {is a|is really a|is actually a|can be a|is often a|is usually a} linear sulfur containing polycyclic aromatic hydrocarbon. Naphtho[2,3b]thiophene and its derivatives are {commonly|generally|typically|frequently|normally|usually} accessed by a Bradsher cyclization. Synthesis {of the|from the|in the|on the|with the|of your} Bradsher cyclization substrate {typically|usually|normally|generally|commonly|ordinarily} {requires|demands|needs|calls for} harsh {conditions|circumstances|situations}, {including|such as|which includes|like} {several|a number of|numerous|many|various|quite a few} oxidation state {changes|modifications|adjustments|alterations}. {Here|Right here} we report an {improved|enhanced}, multigram synthesis of 3-bromonaphtho[2,3b]thiophene, exploiting a copper-catalyzed cross coupling to prepare the Bradsher substrate in {3|three} {steps|actions|measures|methods} from {commercial|industrial} {materials|supplies|components} {while|whilst|although|even though|when|though} minimizing redox reactions. Modification {of the|from the|in the|on the|with the|of your} naphthothiophene scaffold {in the|within the|inside the} 3-position has not previously been reported. {In this|Within this} {work|function|perform|operate}, the 3-bromonaphthothiophene is {further|additional} functionalized {via|by way of|through|by means of} lithium-halogen exchange, {with the|using the|with all the|together with the} {key|important|crucial|essential} {finding|discovering|locating|obtaining|acquiring|getting} {being|becoming|getting} a {specific|particular|certain|distinct|precise} order of addition in lithiation is {required|needed|necessary|essential|expected} {to avoid|to prevent} undesired rearrangement reactions. A {small|little|tiny|modest|smaller|compact} {yet|however|but} versatile set of derivatives, {including|such as|which includes|like} a naphthothiophene-containing chiral amine are {prepared|ready}. 4-Iodopyridine Data Sheet 157327-48-5 Purity PMID:23376608
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