Preparation method for tricyclic compounds

A Method for preparing one or more compounds of formula (I)

• where
• R1 is halogen, C1-C4-alkyl optionally substituted by halogen or CN or C1-C4-alkoxy optionally substituted by halogen;
• R2 is halogen, C1-C4-alkyl optionally substituted by halogen or C1-C4-alkoxy optionally substituted by halogen;
• R3 is halogen, C1-C4-alkyl optionally substituted by halogen or CN or C1-C4-alkoxy optionally substituted by halogen;
• R4 is hydrogen, C1-C4-alkyl optionally substituted by halogen or CN or C3-C6-cycloalkyl optionally substituted by halogen or CN;
• R5 is hydrogen, C1-C4-alkyl optionally substituted by halogen or CN or C3-C6-cycloalkyl optionally substituted by halogen or CN;
• A1 is ═C(R6)— or N;
• A2 is ═C(R7)— or N;
• A3 is ═C(R8)— or N;
• A4 is ═C(R9)— or N;
• where not more than three of the A1, A2, A3 and A4 substituents are N;
• R6, R7, R8 and R9 are each independently hydrogen, C1-C4-alkyl optionally substituted by halogen or CN, or halogen,
• said method comprising:
• a) reacting one or more compounds of formula (a) to give one or more compounds of formula (d) in a one-pot reaction comprising diazotization of the compound of the formula (a) (reaction 1), reduction of the resulting salt to give a hydrazine compound of the formula (b) (reaction 2) and cyclization of the resulting compound to give compound (d) (reaction 3)
• where M is ammonium or an alkali metal if n=1 or M is an alkaline earth metal if n=2;
• b) reacting a compound of formula (d) with a halogentating compound to give a compound of formula (f)
• c) reacting a compound of formula (f) with a compound of formula (i) to give a compound of formula (I)
• where R10 and R11 are each independently H or C1-C6-alkyl or R10 and R11 are together a C1-C8-alkyl bridge.