Visible light photocatalytic metal-free perfluoroalkylation of heteroarenes in continuous flow

N.J.W. Straathof; D.J.G.P. Osch, van; A. Schouten; X. Wang; J.C. Schouten; V. Hessel; T. Noel

doi:10.1556/JFC-D-13-00032

Visible light photocatalytic metal-free perfluoroalkylation of heteroarenes in continuous flow

N.J.W. Straathof, D.J.G.P. Osch, van, A. Schouten, X. Wang, J.C. Schouten, V. Hessel, T. Noel

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Abstract

A visible light photocatalytic metal-free perfluoroalkylation method for the functionalization of heteroarenes in continuous flow was developed. Eosin Y was the most efficient photocatalyst with regard to substrate scope, reaction time and cost prize. Faster reaction times were observed in continuous flow compared to batch due to an improved irradiation of the reaction mixture on a microscale. Several pyrroles and indoles were perfluoroalkylated within 30 min residence time (six examples). The trifluoromethylation of pyrroles and indoles was achieved by using a gas–liquid flow with CF3I as a cheap CF3 source (three examples).

Original language	English
Pages (from-to)	12-17
Number of pages	6
Journal	Journal of Flow Chemistry
Volume	4
Issue number	1
DOIs	https://doi.org/10.1556/JFC-D-13-00032
Publication status	Published - 2014

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title = "Visible light photocatalytic metal-free perfluoroalkylation of heteroarenes in continuous flow",

abstract = "A visible light photocatalytic metal-free perfluoroalkylation method for the functionalization of heteroarenes in continuous flow was developed. Eosin Y was the most efficient photocatalyst with regard to substrate scope, reaction time and cost prize. Faster reaction times were observed in continuous flow compared to batch due to an improved irradiation of the reaction mixture on a microscale. Several pyrroles and indoles were perfluoroalkylated within 30 min residence time (six examples). The trifluoromethylation of pyrroles and indoles was achieved by using a gas–liquid flow with CF3I as a cheap CF3 source (three examples).",

author = "N.J.W. Straathof and {Osch, van}, D.J.G.P. and A. Schouten and X. Wang and J.C. Schouten and V. Hessel and T. Noel",

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doi = "10.1556/JFC-D-13-00032",

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T1 - Visible light photocatalytic metal-free perfluoroalkylation of heteroarenes in continuous flow

AU - Straathof, N.J.W.

AU - Osch, van, D.J.G.P.

AU - Schouten, A.

AU - Wang, X.

AU - Schouten, J.C.

AU - Hessel, V.

AU - Noel, T.

PY - 2014

Y1 - 2014

N2 - A visible light photocatalytic metal-free perfluoroalkylation method for the functionalization of heteroarenes in continuous flow was developed. Eosin Y was the most efficient photocatalyst with regard to substrate scope, reaction time and cost prize. Faster reaction times were observed in continuous flow compared to batch due to an improved irradiation of the reaction mixture on a microscale. Several pyrroles and indoles were perfluoroalkylated within 30 min residence time (six examples). The trifluoromethylation of pyrroles and indoles was achieved by using a gas–liquid flow with CF3I as a cheap CF3 source (three examples).

AB - A visible light photocatalytic metal-free perfluoroalkylation method for the functionalization of heteroarenes in continuous flow was developed. Eosin Y was the most efficient photocatalyst with regard to substrate scope, reaction time and cost prize. Faster reaction times were observed in continuous flow compared to batch due to an improved irradiation of the reaction mixture on a microscale. Several pyrroles and indoles were perfluoroalkylated within 30 min residence time (six examples). The trifluoromethylation of pyrroles and indoles was achieved by using a gas–liquid flow with CF3I as a cheap CF3 source (three examples).

U2 - 10.1556/JFC-D-13-00032

DO - 10.1556/JFC-D-13-00032

M3 - Article

SN - 2062-249X

VL - 4

SP - 12

EP - 17

JO - Journal of Flow Chemistry

JF - Journal of Flow Chemistry

IS - 1

ER -

Visible light photocatalytic metal-free perfluoroalkylation of heteroarenes in continuous flow

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