The application of a monolithic triphenylphosphine reagent for conducting Ramirez gem-dibromoolefination reactions in flow

• Kimberley A. Roper,
• Malcolm B. Berry and
• Steven V. Ley

Beilstein J. Org. Chem. 2013, 9, 1781–1790, doi:10.3762/bjoc.9.207

• possible to perform the Appel reaction using the same monolith and the relationship between the mechanisms of the two reactions is discussed. Keywords: bromination; flow chemistry; Ramirez gem-dibromoolefination reaction; solid-supported reagent; triphenylphosphine monolith; Introduction The advantages

The application of a monolithic triphenylphosphine reagent for conducting Appel reactions in flow microreactors

• Kimberley A. Roper,
• Heiko Lange,
• Anastasios Polyzos,
• Malcolm B. Berry,
• Ian R. Baxendale and
• Steven V. Ley

Beilstein J. Org. Chem. 2011, 7, 1648–1655, doi:10.3762/bjoc.7.194

• purification. Keywords: Appel reaction; bromination; flow chemistry; solid-supported reagent; triphenylphosphine monolith; Introduction Flow chemistry is well-established as a useful addition to the toolbox of the modern research chemist, with advantages accrued through increased efficiency, reproducibility

• the rate of the reaction on a solid-supported reagent, attributed to neighbouring group participation as a consequence of using a polymeric source of triphenylphosphine [39]. Mechanistically, the Appel reaction has been proposed to proceed via two complex and competing pathways (Scheme 1). In pathway

Silica- bound benzoyl chloride mediated the solid- phase synthesis of 4H-3,1-benzoxazin- 4-ones

• Kurosh Rad-Moghadam and
• Somayeh Rouhi

Beilstein J. Org. Chem. 2009, 5, No. 13, doi:10.3762/bjoc.5.13

• -supported reagent and converted to the product during liberation from the solid [8]. In another version, the core structure of the library molecule resides in solution and solid-phase reagents are added to the mixture to facilitate the reaction [9]. The solid-phase reagent or its residue is then removed

• support and after programmed reactions the product was formed and then cleaved from the support. However, the concept of solid-phase chemistry is now used in a wider sense to cover alternative solid-phase reagent chemistry. In these approaches, substrates are chemically bound to the surface of the solid