Black-light-induced radical/ionic hydroxymethylation of alkyl iodides with atmospheric co in the presence of tetrabutylammonium borohydride

Shoji Kobayashi; Takuji Kawamoto; Shohei Uehara; Takahide Fukuyama; Ilhyong Ryu

doi:10.1021/ol1002847

Black-light-induced radical/ionic hydroxymethylation of alkyl iodides with atmospheric co in the presence of tetrabutylammonium borohydride

Shoji Kobayashi, Takuji Kawamoto, Shohei Uehara, Takahide Fukuyama, Ilhyong Ryu^*

^*Corresponding author for this work

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

37 Scopus citations

Abstract

(Figure Presented) Tin-free radical/ionic hydroxymethylation of secondary and tertiary alkyl iodides proceeded efficiently in the presence of tetrabutylammonium borohydride as the hydrogen source under atmospheric pressure of CO In conjunction with photoirradiation using black light. Two possible mechanisms were proposed, both of which involve hybrid radical/ionic processes.

Original language	English
Pages (from-to)	1548-1551
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	7
DOIs	https://doi.org/10.1021/ol1002847
State	Published - 2 Apr 2010

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title = "Black-light-induced radical/ionic hydroxymethylation of alkyl iodides with atmospheric co in the presence of tetrabutylammonium borohydride",

abstract = "(Figure Presented) Tin-free radical/ionic hydroxymethylation of secondary and tertiary alkyl iodides proceeded efficiently in the presence of tetrabutylammonium borohydride as the hydrogen source under atmospheric pressure of CO In conjunction with photoirradiation using black light. Two possible mechanisms were proposed, both of which involve hybrid radical/ionic processes.",

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AU - Kobayashi, Shoji

AU - Kawamoto, Takuji

AU - Uehara, Shohei

AU - Fukuyama, Takahide

AU - Ryu, Ilhyong

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Y1 - 2010/4/2

N2 - (Figure Presented) Tin-free radical/ionic hydroxymethylation of secondary and tertiary alkyl iodides proceeded efficiently in the presence of tetrabutylammonium borohydride as the hydrogen source under atmospheric pressure of CO In conjunction with photoirradiation using black light. Two possible mechanisms were proposed, both of which involve hybrid radical/ionic processes.

AB - (Figure Presented) Tin-free radical/ionic hydroxymethylation of secondary and tertiary alkyl iodides proceeded efficiently in the presence of tetrabutylammonium borohydride as the hydrogen source under atmospheric pressure of CO In conjunction with photoirradiation using black light. Two possible mechanisms were proposed, both of which involve hybrid radical/ionic processes.

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