153633-34-2

Upstream product

• 4104-47-6 N-sulfinyl-p-toluenesulfonamide 
• 39597-96-1 5-chloro-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-[1,2]thiazine 1-oxide 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 56164-42-2 3-chloro-1H-pyrrole-2-carbaldehyde 
• 171626-90-7 3-chloro-2-formyl-1-(p-toluenesulfonyl)pyrrole 

Relevant academic research and scientific papers

Synthesis of 3-chloro-2-formylpyrrole derivatives

Regioselective deprotonation of 3-chloro-1-tosylpyrrole is used to prepare the 2-formyl derivative. Application of this chemistry in a synthesis of the left hand pyrrolo-furan substructure of roseophilin is described.

N-p-Toluenesulfonylpyrroles from 1,3-dienes

1,3-Dienes can be converted to N-p-toluenesulfonylpyrroles in two steps: 1) [4+2]-cycloaddition with N-sulfinyl-p-toluenesulfonamide and 2) conversion of the 3,6-dihydro-1,2-thiazine oxide adduct to a pyrrole using triethylamine-trimethylphosphite.