27309-58-6

Upstream product

• 920-39-8 isopropylmagnesium bromide 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 75-26-3 isopropyl bromide 

Downstream Products

• 1440430-12-5 C₂₃H₂₃NO₂S 
• 1440430-22-7 C₂₇H₂₇NO₂S 
• 7466-59-3 2,3-dimethyl-3-phenyl-3H-indole 

Relevant academic research and scientific papers

Electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the synthesis of functionalized 3,1-benzoxazines

A novel electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the formation of functionalized 3,1-benzoxazines has been achieved by using TMSN3 as an azido source and NBS as a halogen source. This methodology is highlighted by its mild conditions and wide substrate scope, which concomitantly introduces one C-N and two C-halogen bonds into one molecule.

Unprecedented Oxycyanation of Methylenecyclopropanes for the Facile Synthesis of Benzoxazine Compounds Containing a Cyano Group

A novel intramolecular oxycyanation of methylenecyclopropanes is reported that proceeds through oxidative cleavage of the N-CN bond and subsequent palladium transfer from N to O of the amide group. A range of substituted benzo[d][1,3]oxazines with a cyano group are readily furnished by this newly developed oxycyanation reaction. Tris(4-trifluoromethylphenyl)phosphine as a ligand has been found to be crucial to effectively promote the transformation with high chemo- and regioselectivity. Moreover, the reaction outcome can be significantly affected by the electronic effect of the acyl group attached to the nitrogen atom of methylenecyclopropanes. When R3 is a chloromethyl group, the pyrrolo[2,3-b]quinoline derivative is obtained by thermal-induced [3+2] cycloaddition of methylenecyclopropane to the methanediimine intermediate. An intramolecular oxycyanation of methylenecyclopropanes, which proceeds through oxidative cleavage of the N-CN bond and subsequent palladium transfer from N to O of the amide group, has been developed (see scheme). A range of substituted benzo[d][1,3]oxazines with the cyano functionality are readily furnished along with the pyrrolo[2,3-b]quinoline derivative by thermal-induced [3+2] cycloaddition of methylenecyclopropane with the methanediimine intermediate.

Substrate-controlled Rh(II)-catalyzed single-electron-transfer (SET): Divergent synthesis of fused indoles

Rh(ii)-catalyzed diversified ring expansions controlled by single-electron-transfer (SET) have been disclosed in this communication, producing a series of indole-fused azetidines and 1H-carbazoles or related derivatives in moderate to good yields via Rh2III,II nitrene radical intermediates. The direction of ring expansion branches according to different ring sizes of methylenecycloalkanes.

Thermal induced intramolecular [2 + 2] cycloaddition of allene-ACPs

A facile synthetic method for preparation of bicyclo[4.2.0] nitrogen heterocycles has been developed via a thermal induced intramolecular [2 + 2] cycloaddition reaction of allene-ACPs. The DFT calculations indicate that this intramolecular cycloaddition proceeds in a concerted manner and a strained small ring is essential. The Royal Society of Chemistry 2013.