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2005
Indole derivatives
R 0140
Arylboronic Acids and Arylpinacolboronate Esters in Suzuki Coupling Reactions
Indoles. Partner Role Swapping and Heterocycle Protection. — It is
06- 119 Involving
found that the product yield depends on: (1) whether arylboronic acids or boronate
esters are used, (2) whether indole is the aryl halide or the arylboron coupling partner,
and (3) whether indole is protected or not. Best yields are obtained when indole bromides react with arylboronic acids. In these cases the N-substituent has no effect on the
yield. Starting from indolylboronic acids and esters the N-substituent play an important
role. Interestingly, unprotected indolylboronic acids give better yields than N-protected
ones, while N-protected indolylboronate esters give better yields than unprotected
ones. — (PRIETO, M.; ZURITA, E.; ROSA, E.; MUNOZ, L.; LLOYD-WILLIAMS*,
P.; GIRALT, E.; J. Org. Chem. 69 (2004) 20, 6812-6820; Dep. Quim. Org., Univ.
Barcelona, E-08028 Barcelona, Spain; Eng.) — Jannicke
2005
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