Synthesis of aryl compounds

A method for the synthesis of a compound of Formula (1);

• UT-W—R1)n Formula (1)
• the method comprising the step of:
• reacting a compound of Formula (2);
• UX)n Formula (2)
• with a compound of Formula (3);
• V—Y Formula (3)
• under a first set of reaction conditions, to produce a compound of Formula (4):
• UV)n Formula (4)
• then reacting the compound of Formula (4) with one or more reagents under a second set of reaction conditions to produce the compound of Formula (1);
• where;
• n is 1-6;
• U is a benzene or pyridine;
• T is -, = or ≡;
• V is = or ≡;
• W is a benzene or pyridine;
• Y is —BK-GIMJ+;
• G is a halogen;
• M is any Group (I) or Group (II) metal;
• K is 1 or 2;
• I is 3 or 4;
• J is 1 or 2;
• X is a halogen;
• each R1 may be independently selected from any one or more of i-xxxiii:
• i. H;
• ii. C1-8 alkyl;
• iii. C1-8 heteroalkyl;
• iv. carboxylic acids and related derivatives independently selected from:
• a) carboxylic acid,
• b) alkyl carboxylic acid,
• where n=1-8;
• c) thiocarboxylic acid,
• d) alkyl thiocarboxylic acid,
• where n=1-8;
• e) esters,
• f) alkyl esters,
• where n=1-8;
• g) thioesters,
• h) alkyl thioesters,
• where n=1-8
• i) dithioesters,
• j) alkyl dithioesters,
• where n=1-8
• v. amide derivatives of carboxylic acids independently selected from:
• k) amides,
• l) thioamides,
• vi. aldehydes, ketones and their derivatives independently selected from:
• m) aldehyde,
• n) thial,
• o) ketones,
• p) thioketones,
• q) acetals,
• where n=1-3
• r) dithioacetals,
• where n=1-3
• vii. amines, alkyl amines and their derivatives independently selected from:
• s) amines,
• t) amides,
• u) thioamides,
• v) ammonium salts,
• w) alkyl amines,
• where n=1-8
• x) alkyl amides,
• where n=1-8
• y) alkyl thioamides,
• where n=1-8
• z) alkyl ammonium salts,
• where n=1-8,
• aa) imines,
• bb) guanidines,
• cc) amidines,
• viii. nitrile (cyano), —C≡N,
• ix. isonitrile, —N+≡C−,
• X. cyanate, —O—C≡N,
• xi. isocyanate, —N═C═O,
• xii. thiocyanate, —S—C≡N,
• xiii. isothiocyanate, —N═C═S,
• xiv. azo, —N═NH,
• xv. nitro,
• xvi. nitrite, —O—N═O,
• xvii. nitriso, —N═O,
• xviii. N-terminal peptide sequences,
• where q=1-3 and Rpep is any group resulting in the formation of an amino acid,
• xix. C-terminal peptide sequences,
• where q=1-3 and Rpep is any group resulting in the formation of an amino acid,
• xx. phosphorus based substituents, where the phosphorus atom is in either the 3+ or 5+ oxidation state, independently selected from:
• dd) alkyl phosphines,
• where n=1-8
• ee) alkyl phosphonium salts,
• where n=0-8
• ff) phosphines,
• gg) phosphine oxides,
• hh) phosphites,
• ii) phosphates,
• jj) phosphinites,
• kk) phosphinates,
• ll) phosphinites,
• mm) phosphonates,
• xxi. sulfur based substituents,
• nn) sulfate,
• oo) sulfone,
• pp) sulfoxide,
• qq) sulfinic acids,
• rr) sulfimines,
• ss) sulfon amides,
• tt) triflates,
• xxii. boron based substituents,
• uu) boronic acid,
• vv) boronic esters,
• xxiii. semicarbazones,
• xxiv. thiosemicarbazones,
• xxv. cyanimide,
• xxvi. hydrazone,
• xxvii. oxime,
• xxviii. nitroamine,
• xxix. nitronate,
• xxx. nitrone,
• xxxi. carbonates,
• xxxii. carbamates,
• xxxiii. dithiocarbamates,
• where Ra, Rb, Rc and Rd in i-xxxiii are independently selected from hydrogen or alkyl (C1-4).