Synthesis of fluorinated amphoteric organoborons: Via iodofluorination of alkynyl and alkenyl MIDA boronates
The iodofluorination of alkynyl and alkenyl MIDA (N-methyliminodiacetyl) boronates led to the synthesis of two types of fluorinated organoborons bearing a valuable C-I bond. The B(MIDA) moiety confers exclusive regioselectivity to the reaction, and the products were formed in generally good yields. Preliminary utility of the products was demonstrated.
Scope and limitations of a DMF bio-alternative within Sonogashira cross-coupling and Cacchi-type annulation
Pd-catalysed C-C bond formation is an essential tool within the pharmaceutical and agrochemical industries. Many of these reactions rely heavily on polar aprotic solvents; however, despite their utility, these solvents are incompatible with the drive towards more sustainable chemical synthesis. Herein, we describe the scope and limitations of an alternative to DMF derived from renewable sources (Cyrene) in Sonogashira cross-coupling and Cacchi-type annulations.
Wilson, Kirsty L.,Kennedy, Alan R.,Murray, Jane,Greatrex, Ben,Jamieson, Craig,Watson, Allan J. B.
supporting information
p. 2005 - 2011
(2016/10/05)
Ethynyl MIDA boronate: A readily accessible and highly versatile building block for small molecule synthesis
Ethynyl N-methyliminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthesis. This compound can serve as both a bifunctional acetylene equivalent with the capacity for terminus-selective bis-functionalization and a versatile starting material for the preparation of a wide range of other MIDA boronate building blocks.
Struble, Justin R.,Lee, Suk Joong,Burke, Martin D.
experimental part
p. 4710 - 4718
(2010/08/06)
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